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45 million downloads. One question: what does it actually take to build wealth?
Each week, Paula Pant brings in economists, investors, business leaders, authors, and researchers to dig into the five pillars of financial freedom — financial psychology, increasing income, investing, real estate, and entrepreneurship. Deep insights rooted in economics and behavioral finance. First-principles thinking. No surface-level tips.
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- 1306 - Q&A: I’m at High Risk for Alzheimer’s. Is $2.5M Enough to Take Care of My Family?
Most retirements in the U.S. aren’t voluntary. Layoffs, health problems or caring for a family member decide the date for most people, so real financial planning has very little to do with skipping lattes.Paula and former financial planner Joe Saul-Sehy answer three listener questions. The first is from an Air Force major with $2.5 million saved whose parents both have early-onset Alzheimer’s. The second is from a 58-year-old early retiree deciding whether to rent or buy her next home. The third is from a couple weighing whether to pay down a 6% mortgage.In this episode, we discuss:Why to buy disability and long-term care insurance before you take a genetic testHow to plan for long-term care costs without draining the rest of your familyWhich estate documents to sign now, and the trust step most people skipWhy the person raising your kids and the person managing their money shouldn’t be close friendsHow to use the price-to-rent ratio to decide whether to rent or buyWhether paying down a 6% mortgage really earns a guaranteed 6% returnWhy extra mortgage payments won’t hurt you if you refinance laterIf you’ve been treating personal finance as a budgeting exercise, this episode shows what planning ahead looks like. It also shows why planning makes you more flexible, not less.⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements.(00:00) Why most retirements aren’t your choice(06:57) What Charlie Munger regretted at 99(15:35) $2.5M saved and a family history of Alzheimer’s(17:11) Why to buy insurance before a genetic test(29:46) How to handle the sticker shock of long-term care(32:21) Estate paperwork to sign before you need it(38:53) Why your kids’ guardian and money manager shouldn’t be friends(54:56) The one ratio that tells you to rent or buy(1:07:39) Is a 6% mortgage a guaranteed 6% return?(1:14:03) 15 families could pay off their mortgage. None did.🔗 RESOURCES MENTIONEDIS YOUR FAMILY COVERED IF YOU CAN’T WORK? MAP YOUR INSURANCE, SAVINGS AND RETIREMENT ON ONE FREE PAGE AND FIND THE GAPS 👉 http://affordanything.com/cornerstone 👉 Joe Saul-Sehy’s show, Stacking Benjamins: https://www.stackingbenjamins.com👉 Lacey Langford’s MILMO Show (money planning for military families): https://laceylangford.com/expert-resources/milmo-show👉 Our interview with estate planning expert Andrea Baumann Lustig: https://affordanything.com/725-what-most-families-get-wrong-about-passing-down-wealth-with-andrea-baumann-lustig See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 03 Nov 2026 - 1h 12min - 1305 - Acorns CEO: The Scariest Part of Investing Is the First Step, with Noah Kerner
Over half of young Americans avoid looking at their money to cope with stress, and the CEO of Acorns says he was one of them. In his twenties, even a guaranteed 2.5% return felt too scary to touch, and it cost him a decade of growth.Noah Kerner is CEO and chairman of Acorns, the automated saving and investing app whose customers have invested more than $33 billion, often starting with spare change.👉 Acorns: https://affordanything.com/acornsIn this episode we discuss:Why avoiding your money feels like relief, and what it quietly costs youHow to make saving so small you can't talk yourself out of itWhy so many people feel pessimistic about money despite a long bull marketHow the app you use can change what you do when markets dropWhy the best investing strategy is usually the boring oneHow to tell patience from prediction when betting looks like investingHow a founder copes when his body forces him to stop workingIf you've been putting off looking at your accounts, or you're tempted by faster ways to grow your money, this conversation offers a calmer path forward.⏱️ TIMESTAMPSNote: Timestamps may vary slightly depending on dynamic ad placements.(00:00) Over half of young people avoid their money(03:07) Why we avoid money(05:43) How families pass down fear(07:54) Automate investing with spare change(13:32) Why strong markets feel scary(15:57) How apps shape money habits(21:07) Why betting feels so tempting(27:08) Patience versus prediction(28:44) Buy now, pay later pitfalls(31:40) Build businesses that help people(34:56) Noah’s path to Acorns(41:16) Give small shareholders a voice(46:36) When health forces work aside(51:10) Business risks and team building(55:11) Paula’s three key takeaways🔗 RESOURCES MENTIONED👉 AVOIDING YOUR MONEY COST HIM A DECADE. FIND OUT IF YOU'RE AN AVOIDER TOO: https://affordanything.com/fiire👉 Acorns: https://affordanything.com/acorns See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 30 Oct 2026 - 56min - 1304 - Q&A: I’m the Executor of Dad’s $500K Portfolio. Should I Cash It Out?
A bond fund that lost 38% feels like proof you should have bought individual bonds instead. But individual bonds would have lost value too; you just wouldn’t get a statement telling you so.Former financial planner Joe Saul-Sehy joins Paula to answer three listener calls. The first comes from an executor deciding whether to move his late father’s $500,000 brokerage account to cash during probate (the court process of settling an estate). The second is from an investor whose bond fund lost 38% in six years, and the third is from a 401(k) plan manager of 23 years who pushes back on Joe’s take on target-date funds.In this episode, we discuss:How an executor can protect an estate’s value without market timingWhy splitting the money 50/50 between stocks and cash can work, if every heir agreesWhy individual bonds lose value when rates spike too, even when no statement shows itHow a bond advertising 6% can still lose you money if you overpay for itWhen a bond fund makes more sense than individual bonds, and vice versaWhy short-term bonds can drag down a long-term portfolioWhether target-date funds are a smart default or a first step to outgrowIf you’re settling a parent’s estate, second-guessing your bonds, or wondering whether your 401(k) default is good enough, this episode gives you a way to weigh the tradeoffs instead of reaching for a one-size-fits-all rule.⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements.(00:00) Why disability insurance costs so much(09:10) An executor’s $500K dilemma: stay invested or cash out?(11:41) Why Joe would move the estate to cash(15:13) The 50/50 split both hosts can live with(24:56) Her bond fund lost 38%. Now what?(27:33) Why individual bonds wouldn’t have dodged the loss(32:48) How a “6%” bond can still lose money(35:20) Why Paula bought her first bonds at 5.2%(53:54) A 401(k) plan manager defends target-date funds(1:05:40) Why so many people ignore their own money🔗 RESOURCES MENTIONEDOUTGROWING YOUR TARGET-DATE FUND? HERE’S WHICH ACCOUNT EACH NEW FUND BELONGS IN 👉 https://affordanything.com/assetlocationFree executor checklist from Stacking Benjamins 👉 https://stackingbenjamins.com/estateBuy Treasury bonds directly from the government 👉 https://www.treasurydirect.govShare your worst investment mistake for a future episode 👉 https://affordanything.com/voicemail See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 27 Oct 2026 - 1h 10min - 1303 - 3 Million Americans Got Rich From Boring Businesses. Here's How, with Owen Zidar & Eric Zwick
#761: Roughly 3 million Americans who own private businesses — car dealerships, beer distributors, dental practices — are collectively worth more than ten times the entire Forbes 400. Most of them didn't start rich, and you've probably never heard of a single one.Economists Owen Zidar (Princeton) and Eric Zwick (University of Chicago Booth School of Business) spent more than a decade linking anonymized tax records to the people who own America's private businesses. They share what they found in their new book, The Everywhere Millionaire.In this episode, we discuss:Why owning all of a small business can rival owning a sliver of a startupWhich unglamorous industries quietly produce the most wealthHow to decide whether to buy an existing business or start your ownHow retiring owners and seller financing (paying the owner back over time) open doors for buyersHow to run cheap experiments so no single failure wipes you outWhen to double down on one business versus diversifyWhat the data says about whether you need to be born richIf you're weighing a steady paycheck against owning something yourself, this conversation shows who actually takes that path, what it demands, and how often it pays off.⏱️ TIMESTAMPSNote: Timestamps may vary slightly depending on dynamic ad placements.(02:20) Why 3 million business owners outweigh the Forbes 400(06:13) The overlooked businesses behind America's quiet fortunes(11:22) Why retiring owners could be your buying opportunity(17:31) Own all of something small, not 2% of a unicorn(21:36) Buy a business or start one?(29:24) How to fail small without getting wiped out(34:35) What yacht and private jet data revealed(44:20) Most successful founders didn't grow up rich(01:06:31) Double down or diversify once it works?(01:18:51) Should you leave a high-paying job for this?🔗 RESOURCES MENTIONED👉 Buy a retiring owner's business or build your own? Find the ownership path that fits your money and risk: https://affordanything.com/fiire👉 The Everywhere Millionaire (book): https://link.amazon/B04y1xfaU👉 The Everywhere Millionaire on Substack: https://everywheremillionaire.substack.com👉 The Millionaire Next Door, by Thomas J. Stanley and William D. Danko: https://link.amazon/B01HtGgHg See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 23 Oct 2026 - 1h 33min - 1302 - Q&A: $1 Million Invested, $100K a Year to Live On. Do We Ever Need to Save Again?
#760: A couple in their late 30s and early 40s with $1 million invested may never need to save another dollar for retirement, because left alone, that money could grow to about $4 million. The harder question isn't the money. It's which of them keeps working to carry the family's health insurance.Paula and Joe start with Beth, an accountant married to a burned-out tech worker, who wants to know whether they can cut back on work now. Then they tackle a retiree's Ivy League financial aid questions and a New Yorker asking whether renting forever is a financial death sentence.In this episode, we discuss:How to tell if you've saved enough for retirement to stop contributingWhy one spouse should stay employed to carry the family's health insuranceWhere to find part-time work in fields that rarely advertise itHow to turn a high savings rate into more time with young kids nowWhy lowering your income may not unlock more Ivy League financial aidWhy test prep may matter more than hiring an admissions counselorWhy renting in an expensive city isn't throwing money awayIf you've built a solid nest egg but feel stuck working five days a week, this episode shows how to check whether you can ease off now instead of waiting for full retirement.⏱️ TIMESTAMPSNote: Timestamps may vary slightly depending on dynamic ad placements.(06:53) $1 million by 40 and burned out: can they downshift?(10:18) Why one spouse should keep the health insurance(11:41) Where to find part-time work that still pays well(14:41) Why work-life balance comes in seasons, not days(16:49) What it really means to stop saving for retirement(18:10) How $1 million could grow to $4 million untouched(20:47) Turn your savings gap into time with your kids(27:40) Why a lower income may not unlock Ivy aid(37:12) Why test prep beats an admissions counselor(50:32) Is renting really throwing money away?🔗 RESOURCES MENTIONED👉 RETIREMENT ALREADY COVERED? MAP WHERE YOUR NEXT DOLLAR SHOULD GO — ON ONE FREE PAGE: https://affordanything.com/cornerstone👉 Joe's conversation with Lynda Gratton on taking breaks and changing careers over a longer life (Stacking Benjamins SB1898): https://www.stackingbenjamins.com/rethinking-retirement-100-year-life-1898👉 Read This Before Planning for College (Stacking Benjamins x The College Investor): https://www.stackingbenjamins.com/collegeguide👉 The College Investor, Robert Farrington: https://thecollegeinvestor.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 20 Oct 2026 - 57min - 1301 - My Bank Account Hit Zero ... Then I Got Rich -- with Jaspreet Singh of Minority Mindset
#759: At 19, Jaspreet Singh bought a rental for $8,000. What followed was a nightmare tenant, a lawsuit, and a later house stripped of its copper, and it taught him what the real estate books leave out. Jaspreet is the founder of Minority Mindset, a personal finance YouTube channel with more than 2.5 million subscribers, and CEO of Briefs Finance. He’s also a licensed attorney who chose to build businesses instead of practicing law. Avoid these 7 expensive rental property mistakes → https://affordanything.com/rent In this episode, we discuss: How hiring the cheapest property manager can cost you the most Why skipping a $200 inspection led to his worst deal ever Why an employee who’s just coasting hurts a small team more than a weak one A simple two-list exercise that shows whether your hard work actually pays How the tax code rewards owners and investors over employees How a terrible market timer who never sold still turned $100,000 into more than $1 million Where AI’s ripple effects could create opportunities beyond the AI companies themselves Whether you’re weighing a first rental, a business, or simply investing more consistently, this conversation shows what each path really costs and how to learn those lessons for less than Jaspreet paid. 🔗 RESOURCES MENTIONED JASPREET LEARNED RENTALS, BUSINESS, AND INVESTING THE EXPENSIVE WAY. MAP YOUR OWN PATH FOR FREE 👉 https://affordanything.com/fiire Minority Mindset on YouTube 👉 https://www.youtube.com/@MinorityMindset Briefs Finance and the free Market Briefs newsletter 👉 https://www.briefs.co Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 16 Oct 2026 - 1h 39min - 1300 - Q&A: "I’m 26 and No Longer Motivated by Money. Am I Unemployable?”
#758: Joe says that if you tell an employer you’re not motivated by money, you’re unemployable. Paula says that’s exactly the person she wants to hire. Former financial planner Joe Saul-Sehy joins Paula to answer a question from a 26-year-old whose net worth is already 10 times her annual spending. Then they take on two more: whether target date funds are worth it, and whether a dad of young kids should make a career change that cuts his income by 60%. In this episode, we discuss: Why not being motivated by money can make you a better hire The two traits Paula looks for when she hires How to tell whether a small business is a good place to work, and when it isn’t A quick test for whether you’d actually enjoy your coworkers When a target date fund makes sense, and when it holds you back How to decide whether to make a big career change now or wait Why your savings might be meant for exactly this kind of leap If you’ve saved enough that a paycheck no longer drives your choices, this episode will help you figure out what should. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:32) She’s 26 and no longer motivated by money (07:23) What Paula looks for instead of money motivation (12:54) The hidden risk of working at a tiny company (24:55) The 8-hour layover test for coworkers (33:05) Why Paula put her parents in target date funds (40:24) Joe’s 30-minute alternative to target date funds (51:33) Why your 401(k) target date fund may be junk (58:33) The case for target date funds as harm reduction (01:08:01) Should he take a 60% pay cut to switch careers? (01:13:37) Why waiting “one more year” rarely helps 🔗 RESOURCES MENTIONED 👉 Building your own mix instead of a target date fund? See which account each fund belongs in: https://affordanything.com/assetlocation 👉 Episode #709, planning for a child with special needs, with Keith Wargo: https://affordanything.com/709-the-financial-reality-of-developmental-disability-with-keith-wargo/ 👉 Stacking Benjamins, Joe’s podcast: https://www.stackingbenjamins.com/ 👉 Strategic Coach, the entrepreneur coaching program Joe recommends: https://www.strategiccoach.com/ Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 13 Oct 2026 - 1h 10min - 1299 - Steve Jobs Hated the Name “Genius Bar.” How He Came Around, with Ron Johnson
#757: Ron Johnson is the creator of the Apple Stores and former CEO of JCPenney. At age 24 Ron Johnson turned down a $120,000 Goldman Sachs offer to unload trucks for $40,000, and that detour led Steve Jobs to hire him to build the Apple Store. Years later, he took over JCPenney and watched it fail for a reason that had nothing to do with his vision. Ron Johnson created the Apple Store and worked directly for Steve Jobs for 12 years, after bringing designer products to Target. He later served as CEO of JCPenney and is the author of Shop Different. In this episode, we discuss: How to weigh a lower-paying job that teaches you more How to set goals big enough that people work harder How to persuade a team whose top priority is not getting fired How to change a strong-willed boss’s mind Why a bold plan fails without trust, and how to build trust first What a rush of early customers can hide about a new business How to get out of your head when you’re overthinking a decision Whether you’re weighing a career risk, building a business on nights and weekends, or trying to get people behind a bold idea, this conversation shows what it takes, and what it costs to skip a step. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:14) Why a few columns made Steve Jobs furious (08:44) How he talked Steve Jobs into shopping malls (15:33) Why he turned down $120K to unload trucks (22:10) Why big goals beat small improvements (29:24) How to sell a risky idea to cautious coworkers (37:02) The $30 tea kettle that caught Steve Jobs’ eye (46:02) Why a record-breaking opening day was misleading (56:26) How a hotel inspired the Genius Bar (1:14:40) Why JCPenney failed: trust, not vision (1:35:54) How to escape analysis paralysis 🔗 RESOURCES MENTIONED 👉 Would you turn down $120K for work you love? Find out what’s really driving your money choices: https://affordanything.com/fiire 👉 Ron’s Book, Shop Different: https://amzn.to/4yFA1SH 👉 Ron’s website: https://ronjohnsonshopsdifferent.com Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 09 Oct 2026 - 1h 45min - 1298 - How Losing $500K in ‘08 Led One Trader to a Different Kind of Portfolio, with Jared Dillian
#756: In September 2008, Jared Dillian watched about half a million dollars of Lehman Brothers stock go to zero in a single week. He wasn't allowed to sell any of it. What he built afterward is a portfolio designed so he never goes through that again. Jared Dillian was a trader at Lehman Brothers from 2001 until its collapse, and ran its exchange-traded fund desk. He's the author of The Awesome Portfolio and taught finance at the university level for 13 years. In this episode, we discuss: Why to sell your company stock as soon as you're allowed to How living below your means gave him the freedom to start a business when Lehman fell How to gauge your real risk tolerance with a simple Las Vegas test How a portfolio split five ways (stocks, bonds, cash, gold, real estate) held up in 2008 Why a 20% cash cushion can be an advantage instead of a drag What long-term bond yields reveal about the economy that stocks don't What it would actually take to close the Social Security funding gap If most of your money sits in an index fund or your employer's stock, this conversation will help you figure out how big a drop you could actually stomach before the next real bear market tests you. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:29) Walking into Lehman Brothers the day it collapsed (04:38) The $500,000 in company stock that went to zero (06:57) How cheap living let him start a business instead (19:54) Why buy-and-hold hasn't faced a real crash since 2008 (22:52) The Las Vegas test for your risk tolerance (27:07) A five-way portfolio that fell just 9.8% in 2008 (28:46) The one scenario where this portfolio struggles (29:33) Is 20% cash too much with inflation? (44:45) Why bond yields are the economy's warning light (51:25) Why half of retirees claim Social Security at 62 🔗 RESOURCES MENTIONED BEFORE YOU ADD BONDS OR REAL ESTATE FUNDS, KNOW WHICH ACCOUNT THEY BELONG IN 👉 https://affordanything.com/assetlocation Jared Dillian's website 👉 https://www.jareddillianmoney.com The Awesome Portfolio by Jared Dillian 👉 https://amzn.to/4ART5i4 Jared Dillian on X 👉 https://x.com/dailydirtnap Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 06 Oct 2026 - 50min - 1297 - First Friday: AI, Debt, and a Social Security Shortfall. Should Your Money Plans Change? With Rob Berger
#755: Many retirees fear running out of money more than they fear dying. AI is reshaping the economy, the U.S. now spends over $1 trillion on interest, and Social Security faces a shortfall. Rob Berger says if you're worried about all that, it's a sign you're thinking clearly. Rob Berger is a former securities lawyer, founder of the personal finance site Dough Roller, and host of a nearly 300,000-subscriber YouTube channel on investing and retirement planning. He started writing about money in 2007, just months before the Great Recession. In this episode, we discuss: How to tell whether today's high stock prices should change your plan When to trim a stock that's grown too big, and when to let it ride Why a booming economy can still leave so many people feeling squeezed What a looming Social Security shortfall could mean for your retirement How to cover your basic bills with guaranteed income, whatever markets do How to ease into retirement instead of going from 40 hours to zero Why daily spending habits matter more than investing knowledge Whether you're five years from retirement or five years into your career, this episode will help you separate what's truly changing from what never does. 🔗 RESOURCES MENTIONED RETIREMENT WORRIES FEEL OVERWHELMING? SEE YOUR WHOLE FINANCIAL PICTURE ON ONE PAGE 👉 http://affordanything.com/cornerstone Rob Berger on YouTube 👉 https://www.youtube.com/channel/UC9C17-OMxa-7oRSaCtztObw Rob's free weekly retirement newsletter 👉 https://robberger.com/newsletter Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 02 Oct 2026 - 1h 07min - 1296 - Q&A: We Have $80K in Cash and Want a 1–2 Year Sabbatical. Is It Enough?
#754: Four months of savings in the bank, a goal of eight, and a career break she's excited to fund. Does everything else really have to wait? Paula and Joe's answer: don't turn your emergency fund into an emergency. A 42-year-old UK listener asks how to split money between an emergency fund, a career break, and retirement. Then we map out a 30-something couple's sabbatical and ask whether you can objectively grade a politician on the economy. In this episode, we discuss: How to tell a true emergency from an expense you know is coming How to rank competing savings goals when you can't fund them all How to protect retirement without putting your life on hold How to cover a sabbatical when your cash runs short Why low-income years are a prime window for Roth conversions How to test whether you can stomach an all-stock portfolio How to judge a politician's economic record without the spin If you're juggling short-term plans and long-term goals and feel pulled in every direction, this episode will help you decide what gets funded first, and what can wait. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (05:30) The real difference between emergencies and expenses (07:28) Why a former planner never said "emergency fund" (13:13) The monthly math that breaks most wish lists (18:36) One question that reveals what you really want (26:37) Why four months of savings is enough for now (33:48) Fund the sabbatical before earmarking a down payment (37:00) Why a career break is prime time for Roth conversions (43:24) How to test if you can handle a 22% drop (1:01:53) Judge politicians on policies, not short-term results (1:09:42) Why focusing on what you control grows your influence 🔗 RESOURCES MENTIONED 👉 Emergency fund, sabbatical, retirement? See which box each dollar belongs in with this free one-page worksheet: https://affordanything.com/cornerstone 👉 Paul Merriman's free model portfolios and investing courses: https://paulmerriman.com 👉 Adventure Capitalist by Jim Rogers: https://amzn.to/4xOaEg3 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 29 Sep 2026 - 1h 12min - 1295 - Why 60,000 New York Apartments Sit Empty in a Housing Crisis, with Kenny Burgos
#753: New York City is short roughly half a million homes, yet at least 60,000 rent-regulated apartments sit empty. Under current rules, many owners lose less money by leaving them vacant than by fixing them up. Kenny Burgos is CEO of the New York Apartment Association, which represents owners of rent-stabilized buildings, and a former New York State Assemblymember from the Bronx. In this episode, we discuss: How New York's rent rules work, and why they've lasted since 1969 Why the typical New Yorker pays about $1,600 while listings ask $5,500 Why some buildings now sell for $50,000 an apartment, and why that isn't a deal How a rent freeze pushes costs onto market-rate renters and delayed repairs Why a targeted rent freeze for seniors and disabled residents works better What Vienna's housing model accounts for that New York's doesn't What aspiring landlords should weigh before buying rent-regulated property Whether you own rentals, hope to, or just want to understand the rent-control debate, this episode shows what happens when costs keep rising and rents can't. 🔗 RESOURCES MENTIONED 👉 Ready to buy your first rental property, or get more out of the one you already own? Join the waitlist for Your First Rental Property. You'll be the first to know when enrollment opens: courses.affordanything.com 👉 New York Apartment Association: https://housingny.org 👉 Housing New York podcast with Kenny Burgos: https://housingny.org/housingnypodcast 👉 Kenny Burgos on X: https://x.com/KennyBurgosNY ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (03:44) Why New York's 1969 emergency rent rules never ended (04:58) The surprisingly low rent most New Yorkers actually pay (23:33) Why buildings now sell for $50,000 an apartment (25:12) Costs rose 4.5%. Rents were frozen at 0%. (31:39) The rent-freeze program that actually works (39:38) Who really pays when rents are frozen (47:13) Why 60,000 apartments sit empty during a shortage (01:01:53) Buyout or pressure? The $150,000 question (01:06:52) What Vienna gets right that New York doesn't (01:16:18) Should you buy a rental in New York? Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 25 Sep 2026 - 1h 23min - 1294 - Q&A: I’m Tired of Managing My Rental Property. Should I Sell It?
#752: A caller's rental is performing fine, but a late-paying tenant and a roof replacement have her ready to sell it before she moves to Madrid for her MBA. Paula argues the real fix isn't selling — it's a hire she hasn't made yet. This week, Joe joins Paula to help a caller decide whether to sell a rental property from abroad, then dig into new data on why women's labor force participation dropped in July while their share of new jobs surged in August. In this episode, we discuss: How to tell if you're making the right call for the wrong reason Why a new roof or a set of windows can be a form of forced investing The one hire that can solve the same problem as selling your rental A simple way to estimate a rental property's real return What to weigh before selling a working investment on gut feel alone Why women's labor force participation fell in July even as their job gains led the year Why the trades are becoming a stronger bet than a four-year degree for some new grads This one's for anyone facing a big financial decision that feels more emotional than mathematical — whether that's a rental property, a career move, or a job you're not sure is worth keeping. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (01:45) Why she wants to sell a rental that's "objectively good" (03:25) When it's actually okay to sell a good investment (10:03) One hire that stops panic-selling a rental property (14:44) The simple math to compare rental returns vs. stocks (17:31) Paula's own confession about hating her first rental property (22:22) Why doing what you're best at beats doing everything yourself (30:11) 100% of last month's labor force drop was women (31:54) The real reasons women are leaving the workforce right now (32:18) Why women got 85% of new jobs created this year (47:00) The industry that could fix jobs and housing at once 🔗 RESOURCES MENTIONED 👉 Torn on selling a rental? Get our free 10-day guide, which includes a deal-analysis exercise to help you decide with the numbers, not just your gut: https://affordanything.com/fiire 👉 Sign up for our newsletter (get the new site first): https://affordanything.com/newsletter 👉 Leave us a voicemail with your own money question: https://affordanything.com/voicemail 👉 Read the BLS jobs report Paula cites in this episode: https://www.bls.gov/news.release/empsit.nr0.htm Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 22 Sep 2026 - 58min - 1293 - Why Self-Worth Predicts Your Income More Than Your SAT Score Does, with Marisa Franco
#751: The belief that’s quietly sabotaging your progress might not even be true. Free worksheet to question it: https://affordanything.com/turn-it-around Two people can grow up with the exact same test scores — and as adults, one of them ends up earning double the other. Psychologist Marisa Franco says the deciding factor isn't intelligence, and it isn't luck. It's whether you actually believe good things are allowed to happen to you. Dr. Marisa Franco is a psychologist and professor at the University of Maryland, and the New York Times bestselling author of Platonic. She's back to talk about her new book, Worth: The New Science of Self-Esteem and Secure Attachment. In this episode, we discuss: How self-worth — not intelligence or family income — predicts how much you'll earn as an adult Why some people quietly sabotage their own portfolio right before they hit financial independence The difference between "good" and "bad" high self-esteem, and why one of them wrecks relationships Why getting more love or praise than you expect can make you pull away instead of lean in How to actually process a hard emotion instead of shoving it down Why hitting a big financial goal can leave you feeling strangely empty once you get there How to rebuild your sense of self after losing an identity you were attached to Whether you've ever undermined your own progress right before a finish line, or wondered why reaching a goal didn't feel the way you thought it would, this episode gives you a framework for understanding — and changing — that pattern. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:05) The two very different types of high self-esteem (04:36) Self-esteem vs. self-worth: the real difference (05:37) Why self-worth predicts income more than SAT scores (12:21) Sabotaging your own portfolio right before you hit FI (14:15) The self-fulfilling prophecy behind financial fear (23:36) Why too much love can make you pull away (25:05) How low self-worth blocks promotions and job offers (36:13) The memory trick that can change your brain (46:19) Why self-worth matters most in a bad market (1:06:10) Does self-worth actually drive your net worth? 🔗 RESOURCES MENTIONED 👉 Worth: The New Science of Self-Esteem and Secure Attachment: https://drmarisagfranco.com/worth-the-book/ 👉 Marisa's website (speaking, articles, more): https://drmarisagfranco.com 👉 Marisa on Instagram (for signed copies via Lost City Books): https://www.instagram.com/drmarisagfranco/ Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 18 Sep 2026 - 1h 05min - 1292 - Your "Diversified" Portfolio Might Secretly Be One Big Bet on AI, with Alec Litowitz
#750: Free worksheet: question the belief that might be keeping you stuck — before reality forces the update for you: http://affordanything.com/turn-it-around Alec Litowitz spent three decades building one of the world's largest hedge funds, and he says the highest-IQ people in the room are often the last to notice the world has changed. His answer isn't more intelligence — it's the willingness to be wrong, quickly, and update before everyone else catches up. Alec co-founded Citadel alongside Ken Griffin and later founded Magnetar Capital, one of the largest alternative asset managers in the world. His new book, The Adaptability Quotient, is out September 15. In this episode, we discuss: How adaptability quotient (AQ) differs from IQ and EQ — and why it matters more now What a doomed Antarctic expedition reveals about real adaptability Why AI makes knowledge abundant and judgment scarce How to stop needing to be right so you can update faster The real reason Blockbuster lost to Netflix (it wasn't a bad decision) A 4-part test for telling a temporary shift from a permanent one Why a "diversified" portfolio might secretly be one big bet right now This episode is for anyone whose career, portfolio, or plans feel less certain than they used to — a way of thinking that doesn't require predicting the future, just noticing when your old model has stopped working. Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 15 Sep 2026 - 1h 55min - 1291 - How a Blind Man and His Dog Survived 9/11 from the 78th Floor
#749: Michael Hingson was on the 78th floor of the North Tower of the World Trade Center when the first plane hit on Sept. 11. He felt the impact, but couldn’t see it. Michael has been blind since shortly after birth. Alongside his guide dog, Roselle, they descended 1,463 steps – escaping just before the South Tower, 100 yards away, collapsed. They then helped a woman who was temporarily blinded by the dust. Michael's story answers the question – What do you do when something terrifying is happening, you don't have enough information, you cannot control the outcome, and everyone around you is beginning to panic? Michael's answer is surprisingly practical. 1. Prepare before you need the preparation. 2. Know what you know, know what you don't know. 3. Stop mentally rehearsing outcomes you cannot control 4. Keep acting on the part that remains within your control. He had deliberately learned the World Trade Center's exits, emergency procedures, physical layout, and systems long before Sept 11 because he believed that was part of being responsible for his office. When the building was struck, he describes that preparation as a “mindset” that simply kicked in. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Life before September 11 (24:34) The plane hits the North Tower (34:03) Fear takes over in the stairwell (1:04:01) Turning tragedy into a new career (1:28:02) Challenging attitudes about blindness (1:38:01) Supporting guide dog organizations 🔗 RESOURCES MENTIONED michaelhingson.com guidedogs.com Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 11 Sep 2026 - 1h 31min - 1290 - Q&A: My Dream Job Won't Wait If I Take a Family Gap Year — Do I Quit Anyway?
#748: The real question behind quitting a job you love or paying off debt anyway? Your money mindset. Take our free quiz to find yours: https://affordanything.com/fiire A listener with $686,000 saved and a job she loves wants to take her family on a year-long trip — but Paula says her real question isn't about money at all. Later: a dad chooses to stop maxing his IRA to pay off a mortgage, even though the math says otherwise. Joe joins from the road to help answer three listener questions: a family weighing a year off against a job she loves, a dad debating whether to stop maxing his IRA to pay off a house, and a longtime listener with a smarter way to save for college. In this episode, we discuss: How to decide whether a job you love is worth walking away from for a family gap year The three factors that actually predict whether you'll love your next job Why "retiring early" might be the wrong goal — and what to aim for instead How to know if you're financially ready for a career break, and what to prep first Why paying off your mortgage can beat investing, even when the math says otherwise How to structure your mortgage term like a finance pro (and why the 30-year can win) Why saving in separate, labeled accounts makes it easier to actually hit your goals Whether you're weighing a big life pivot, deciding what to do with extra cash, or just trying to make saving feel less abstract, this episode offers frameworks — not just formulas — for making the call. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (07:12) Can you afford to quit a job you love? (11:09) Three things that actually predict job satisfaction (17:05) Why this window with your kids won't come twice (22:20) Why retiring often beats retiring early (30:14) Why bad trip experiences count as good data (34:18) Why paying off debt can beat the math (36:49) Why coasting on your current savings pace is risky (44:26) How to think like a CFO about your mortgage (51:09) Why one bucket per goal makes saving easier (53:46) Why your 401k isn't really about retirement 🔗 OTHER RESOURCES 👉 The real question behind quitting a job you love or paying off debt anyway? Your money mindset. Take our free quiz to find yours: https://affordanything.com/fiire 👉 Camp Fi, the financial independence retreats Paula and Joe swap stories about this episode: https://campfi.org 👉 Heavy Metal Money, Chris Luger's personal-finance podcast (Joe recorded this episode from his place): https://heavymetal.money 👉 Got a question of your own? Leave a voicemail for Paula: https://affordanything.com/voicemail Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 08 Sep 2026 - 59min - 1289 - First Friday: Trouble in the Bond Market
#747: We have good news on multiple fronts to share about the job market, the stock market, the commodities market, and volatile news around the bond market. And we begin it with some great news coming out of Nepal. Welcome to the First Friday episode for September 2026. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Rescued workers in Nepal (04:53) Strong August jobs report (10:14) Conflicting employment data (12:27) Strong jobs, weaker stocks (17:43) Why bonds matter more (23:17) Inflation drives Treasury yields (29:45) Hidden risks in bonds (36:50) Treasury buyback controversy (43:32) Liquidity versus warning signs 🔗 RESOURCES MENTIONED 👉 Build a Life of Financial Freedom with our free workbook: https://affordanything.com/fiire Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Sat, 05 Sep 2026 - 43min - 1288 - Q&A: What Nepal Reveals About Wealth and Safety
#746: We begin today’s episode with a discussion of the disastrous flash flooding in Nepal, a personal topic for Paula given her family there. There’s both a human story, one of the resilience of the Nepalese people and the strong community bonds there, and an economic story, where poor infrastructure and a lack of economic development have hindered disaster response and exacerbated the tragedies of recent events. Listeners can donate to help the victims here: The Prime Minister Relief Fund: https://pmdrf.nchl.com.np/ Caritas Nepal: https://www.caritasnepal.org/donate-now/ Learn more about the ongoing rescue efforts at https://help.ekantipur.com/ A caller wants to put part of her mom's $80,000 home-sale proceeds into an annuity — and it left her financial-planner co-host doing a double take. Turns out it might be the first caller in the show's history the product was actually built for. This week's Q&A tackles two retirement questions from listeners: when it makes sense to ease off maxing out a 401k in favor of a more flexible brokerage account, and whether a guaranteed-income annuity is the right move for a retiree who isn't great at managing money on her own. In this episode, we discuss: How to know when to stop maxing out your 401k and start filling a taxable brokerage account instead The real "deal" you're making with the government every time you use a tax-advantaged account Why an insurance company can keep 100% of the money if the annuity holder dies too soon — and how to avoid it The one type of person a guaranteed-income annuity is actually built for A simple daily habit trick for building consistency, borrowed from a world-class choreographer Why doing everything right doesn't guarantee a good outcome, and what that means for your own decisions What Nepal's disaster response reveals about the real payoff of economic development Whether you're mapping out an early-retirement bridge or helping a parent build guardrails around a windfall, this episode will help you think more clearly about the trade-offs each option carries. 🔗 RESOURCES MENTIONED 👉 Not sure which investments belong in your 401k, your Roth, or your taxable account? Grab our free guide to figuring out where each one goes: https://affordanything.com/assetlocation 👉 Morgan Housel on the split-second decision that changed everything: https://affordanything.com/488-gut-instincts-and-big-decisions-with-morgan-housel/ 👉 Our interview with retirement researcher Dr. Wade Pfau on annuities and retirement income: https://affordanything.com/271-retirement-planning-in-2020-with-dr-wade-pfau/ Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 01 Sep 2026 - 1h 00min - 1287 - The Four Kinds of Rich Nobody Counts -- with Sahil Bloom [GREATEST HITS]
#745: A friend once asked Sahil Bloom how often he saw his parents. About once a year, Sahil said. How old are they? Mid-60s. His friend did the math out loud. If they live to 80, you'll see them 15 more times. Sahil was 30, living in California and making great money at a venture fund. Within 45 days of that conversation, he quit his job, sold his house and moved across the country to be near family. He's now managing partner of SRB Ventures, an early-stage fund backing more than 60 startups, and he writes The Curiosity Chronicle, a newsletter read by millions. His book, "The 5 Types of Wealth," is a New York Times bestseller. His framework starts with a scoring problem. Financial wealth gets measured every day. Time, social, mental and physical wealth run in the background, unmeasured, until something forces you to look. You'll get exercises for each. Build an energy calendar that tracks which activities charge you up and which drain you. Map your relationships by how healthy and how frequent they are. Ask what your family and your community need from you. Define what "enough" means in dollars, then write the number down. Sahil also walks through anti-goals — the things you refuse to sacrifice on the way to a goal — and Memento Mori, the Roman habit of keeping your own death in view. Two questions run underneath all of it. Think about how you spent yesterday. Would your 10-year-old self be impressed? Would your 90-year-old self? You don't experience all four seasons in a single day. Sahil argues your life runs on seasons too. Some stretches call for financial growth. Others call for family. Find Sahil at the5typesofwealth.com. Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 28 Aug 2026 - 1h 19min - 1286 - This Historian Says We're Living in the Best Era Ever, with Joseph Moore
#744: With about $200 and a crypto exchange, historian Joseph Moore turned himself into a legitimate billionaire — a stunt that says more about how money actually works than most financial advice does. It's also a preview of the 300-year argument he makes in this episode: that almost everything we're told about money is newer, and far less permanent, than we think.Joseph Moore, PhD, is a historian and the national bestselling author of How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn't). His own self-experiments with historical money strategies helped him become financially independent in his mid-40s. In this episode, we discuss: How "never save your money" used to be completely reasonable financial advice Why bonds quietly beat stocks for nearly all of the 1800s How to spot when today's "obvious" financial rules are about to expire Why real estate booms always show up right alongside inflation spikes Why young people's unemployment is outpacing everyone else's — and what history says to do about it Why economic optimism and economic data have stopped matching up Why building more housing is the only housing-crisis fix that's ever actually worked This one's for anyone who feels like the rules of money keep changing under them — because they do, and always have. Understanding that pattern is the first step to building wealth in whatever era you happen to be living in. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (05:18) How a runaway slave built his own legal currency (06:52) How he legally declared himself a crypto billionaire (13:22) Why a fifth of the Smithsonian's money collection is fake (15:52) The bestselling book that told readers to commit fraud (20:10) The decades when bonds quietly beat stocks (26:04) How his grandfather secretly became a bond millionaire (31:09) Why that "$10K in 1929" chart is misleading (48:02) Why wages are up 50% and nobody believes it (1:06:39) Why most Americans once owned one shirt (1:23:48) The rent control law that backfired for renters 🔗 RESOURCES MENTIONED 👉 Build a Life of Financial Freedom with our free workbook: https://affordanything.com/fiire 👉 Joseph Moore's site — his book, essays, and more: https://www.josephmoorebooks.com 👉 Your Money or Your Life by Vicki Robin & Joe Dominguez: https://vickirobin.com/your-money-or-your-life/ 👉 The Latte Factor by David Bach: https://www.simonandschuster.com/books/The-Latte-Factor/David-Bach/9781982120245 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 25 Aug 2026 - 1h 40min - 1285 - Everyone Wants a Piece of You. Here's How to Stay Whole -- with Luke Burgis
#743: Everyone talks about a loneliness epidemic — but Luke Burgis argues the opposite problem is just as real: we now have so much easy, frictionless community that we never have to develop a solid sense of who we actually are. Luke Burgis is a professor of business at The Catholic University of America and the founder of the Cluny Institute, and the bestselling author of Wanting: The Power of Mimetic Desire in Everyday Life. He returns to the show to talk about his new book, The One and the Ninety-Nine. In this episode, we discuss: Why having too much easy community can be just as damaging as having none at all How to tell whether your beliefs are actually yours — or something you inherited without ever examining it Why cutting people off has quietly become the default response to conflict How to stop shrinking yourself just to keep other people comfortable The zero-tolerance rule Luke enforces at his own company to kill passive-aggressiveness before it starts How Luke actually decides who to trust, hire, and build relationships with What an existential crisis at 29 — and five humbling years training for the priesthood — taught a successful entrepreneur about identity This episode is for anyone who feels the pull between fitting in and standing out — in your family, your workplace, or your online life. Luke offers a way to build an identity solid enough to hold up under pressure, without giving up on real community. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (7:42) Two competing drives wired into every human being (10:11) Why group pressure breaks some people and not others (17:39) Why cutting people off replaced working through conflict (19:39) The real number of close friends you actually need (26:51) Where your beliefs actually came from (32:00) You're not responsible for how someone else feels (36:09) The zero-tolerance workplace rule against passive-aggressiveness (41:22) How to actually tell who you can trust (53:33) The existential crisis that sent an entrepreneur toward the seminary (55:39) The humbling lesson hidden in a vending machine 🔗 RESOURCES MENTIONED 👉 This free 10-day workbook helps you trace your money habits back to whether they're actually yours — starting with your own money mindset — https://affordanything.com/fiire 👉 Luke's website (books, newsletter, and more) — https://lukeburgis.com 👉 Luke's new book, The One and the Ninety-Nine: Forging Identity in the Age of Social Contagion — https://www.amazon.com/One-Ninety-Nine-Forging-Identity-Contagion/dp/1250373034 👉 Paul Graham's essay "Cities and Ambition," on how the place you live shapes what you want — https://paulgraham.com/cities.html Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Sat, 22 Aug 2026 - 1h 05min - 1284 - Q&A: I Reached Financial Independence Three Years Early … Now What?
#742: A listener hit her $1.4 million early-retirement goal three years ahead of schedule — and now she's stuck deciding whether paying off a low-interest mortgage is smart, or just fear in disguise. Later, a former financial planner explains why he still won't recommend one of the most talked-about "safer" investing strategies in the FIRE community. This week's Q&A tackles three listener questions: hiring your first accountant amid a complicated tax situation, whether to pay off a mortgage or retire early once you've already hit your number, and why one half of the show won't touch a popular alternative investing strategy. In this episode, we discuss: How to tell the difference between a CPA, an EA, and a tax attorney — and which one you actually need Why software can't keep up once your tax situation gets complicated How to interview and choose an accountant with confidence How to know if "one more year" at work is a smart plan or a sign of fear Why loving your job can change the entire math on early retirement Why a former financial planner still won't recommend risk parity investing What four well-known investing philosophies get right — and where they disagree Whether you're hiring your first accountant, staring down an early retirement decision, or trying to make sense of competing investment philosophies, this episode will help you separate genuine progress from comfortable procrastination. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (04:02) Why software can't handle a messy tax situation (08:02) The three types of tax pros — and who you actually need (12:46) How to interview and choose the right accountant (24:42) She hit her $1.4M goal three years early (32:22) The hidden fear behind "one more year" at work (38:29) Why loving your job changes the retirement math (49:39) Why a former advisor won't touch risk parity (53:46) Four investing legends who all disagree with each other (59:35) The historian's warning: history doesn't repeat itself (1:07:57) The cooking analogy that explains your portfolio 🔗 RESOURCES MENTIONED 👉 Not sure which investments belong in your Roth vs. your taxable account? Grab our free one-page guide to where each type of investment should sit: https://affordanything.com/assetlocation Karsten Jeske ("Big ERN"): 👉 "How to Lie with Personal Finance – Part 4: Risk Parity": https://earlyretirementnow.com/2026/07/29/risk-parity-lies/ 👉 "Can We Increase the Safe Withdrawal Rate with Risk Parity? – SWR Series Part 64": https://earlyretirementnow.com/2026/07/27/risk-parity-swr-series-part-64/ 👉 #548: Is Your Retirement Safe in Today's Economy?: https://affordanything.com/548-is-your-retirement-safe-in-todays-economy-with-dr-karsten-jeske-big-ern/ 👉 #643: LIVESTREAM: A Former Fed Economist Reveals What's Really Happening: https://affordanything.com/643-livestream-a-former-fed-economist-reveals-whats-really-happening-with-karsten-jeske-big-ern/ Nick Maggiulli: 👉 #375: The 2X Rule (and Other Wealth-Accelerating Advice): https://affordanything.com/375-the-2x-rule-and-other-wealth-accelerating-advice-with-nick-maggiulli/ 👉 #629: The Wealth Ladder Has Six Rungs (and Most People Never Climb Past Four): https://affordanything.com/629-nick-maggiulli-the-wealth-ladder-has-six-rungs-and-most-people-never-climb-past-four/ Frank Vasquez: 👉 #618: How to Retire at 50 While Supporting Aging Parents: https://affordanything.com/618-how-to-retire-at-50-while-supporting-aging-parents-with-frank-vasquez/ 👉 His podcast, Risk Parity Radio: https://www.riskparityradio.com JL Collins: 👉 #624: JL Collins Part 1 – The Simple Path vs. The "Optimal" Path: https://affordanything.com/624-jl-collins-part-1-the-simple-path-vs-the-optimal-path/ 👉 #625: JL Collins Part 2 – What Happens When You Don't Need to Work Anymore?: https://affordanything.com/625-jl-collins-part-2-what-happens-when-you-dont-need-to-work-anymore/ Paul Merriman: 👉 #550: Paul Merriman – The 4-Fund Strategy That Beats the S&P 500: https://affordanything.com/550-paul-merriman-the-4-fund-strategy-that-beats-the-sp-500/ 👉 #590: Small Cap Showdown! Paul Merriman vs. Dr. Karsten Jeske: https://affordanything.com/affordanything-com-small-cap-value-debate/ Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 18 Aug 2026 - 1h 07min - 1283 - You Can't Buy Back Your 20’s — with Jack Raines
#740: Jack Raines turned $6,000 into $400,000 trading blank-check stocks during the 2020–2021 bubble — and he says it was some of the least fun money he's ever made. Jack Raines is a writer and investor at Slow Ventures, and the author of the new book Young Money: A Field Guide to Wealth and Purpose in Your Twenties. In this episode, we discuss: Why "golden handcuffs" are almost always a choice, not a trap How to tell if you're staying in a job for the right reasons, or just fear Why the same decision can be exactly right at 24 and wrong at 34 What actually helps when comparison and "falling behind" turn into apathy How he turned $6,000 into $400,000 trading a stock bubble, then gave much of it back Why hitting your number rarely feels like the finish line people expect Two questions worth asking before you spend years on something that isn't working This one's for anyone who feels behind, stuck, or unsure if their current path is a smart trade-off or just fear in disguise — Jack's way of thinking about money and time might be the reset you need. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:00) He liked his boss on a dating app (06:57) Two very different ways to spend your twenties (17:56) Why grad school became his built-in sabbatical (19:16) Why 30 gets judged harder than 24 (34:12) The real cause of career apathy (39:20) His best fix for feeling stuck (46:27) Same decision, right at 24, wrong at 34 (01:01:43) What's really keeping you in a job you hate (01:14:12) Why more money doesn't fix stress (01:17:56) Turning $6,000 into $400,000 in a stock bubble 🔗 RESOURCES MENTIONED 👉 Take the free 10-day FiiRE money-mindset workbook: if "I make too much to quit" sounds familiar, this helps you find out if that's actually true. → https://affordanything.com/fiire 👉 Jack's new book, Young Money: A Field Guide to Wealth and Purpose in Your Twenties → https://jackraines.blog/book 👉 Nick Maggiulli's The Wealth Ladder, the six-level wealth framework Paula references → https://www.amazon.com/Wealth-Ladder-Proven-Strategies-Financial/dp/0593854039 👉 Freedom, the app Jack and Paula both use to block social media and protect focus time → https://freedom.to Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 14 Aug 2026 - 1h 18min - 1282 - Q&A: Should We Retire in Our 40s With $4 Million and an 80% Stock Portfolio?
#740: Paula and Joe rarely butt heads — but a caller's side hustle, which pulled in $5,500 in a single day, sparked their most heated disagreement in months. This week's mailbag: a couple weighing an early retirement built on $1.2 million, a wedding-dress side hustle deciding whether to go all in, and a listener whose small stock investment turned into a $25,000 tax puzzle. In this episode, we discuss: How to build a bucket strategy so you can retire early and still stay aggressive with your portfolio The real markers that tell you it's time to go back to work — not just a number How one listener turned a marketplace side hustle into a $5,500 day When to leave a stable paycheck for a growing side business, and when to wait Why a popular plan to gift a winning stock to your kids usually backfires Whether it's worth paying taxes now to raise your stock's cost basis Where a single winning stock belongs — taxable, Roth, or a solo 401(k) Whether you're weighing an early exit from a stable career, deciding if your side hustle is ready to become your main hustle, or holding a stock that's grown far beyond what you expected, this episode will help you think through the tradeoffs before you act. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Why a winning stock can turn into a tax trap (02:23) A $1.2M portfolio and a plan to retire by 45 (07:45) Why an aggressive portfolio needs a cash cushion first (16:49) The real signal your plan isn't working (24:25) A side hustle that made $5,500 in one day (33:51) Quit now or wait — two strong arguments (39:51) The book that could save a new business (54:09) A $200 stock that grew into $25,000 (01:01:08) The tax rule that blocks gifting stock to your kids (01:12:59) A hidden tax that kicks in above $250,000 income 🔗 RESOURCES MENTIONED 👉 Grab the free Asset Location Made Simple guide to see exactly which investments belong in your taxable, Roth, and pre-tax accounts: https://affordanything.com/assetlocation 👉 Frank Vasquez's risk parity portfolio, explained in depth on episode #618: https://affordanything.com/episode618 👉 Profit First by Mike Michalowicz, the book Joe recommends for setting up your business finances the right way from day one: https://amzn.to/3Sf7Tpo 👉 Julie Wainwright's interview on the Stacking Benjamins podcast, on rebuilding after Pets.com to found The RealReal: https://www.stackingbenjamins.com/from-business-idea-to-execution-julie-wainwright-1703 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 11 Aug 2026 - 1h 09min - 1281 - First Friday: We Lost 23,000 Jobs, Yet Somehow Unemployment is Down?!?!
#739: The U.S. just lost 23,000 jobs — and unemployment fell anyway. The numbers were strange enough that Paula broke a years-long, all-stocks habit and bought her first bond, ever. In this month's First Friday economic roundup, Paula breaks down the jobs report, the bond market, mortgage rates, gold, and a new kind of account for kids. Topics include: How to make sense of a jobs report that seems to contradict itself What actually happens when you buy a 30-year Treasury bond Why bond yields hitting a two-decade high matters for your money Why mortgage rates are climbing again, and what that means for housing Why home prices are surging in some states while crashing in others Why gold is quietly staging a comeback What the new government-seeded kids' accounts actually do Whether you're deciding where your next dollar should go, watching mortgage rates before a purchase, or wondering if your kid needs a new account this year, this episode gives you the full economic picture in one sitting. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Why the jobs report shocked economists this month (03:24) How jobs can drop while unemployment drops too (08:03) Why Paula just bought her first bond ever (09:35) A crash course on why bond yields are spiking (25:34) Why unemployment claims just hit a 55-year low (27:57) Why young job seekers have it harder than everyone else (35:23) Why mortgage rates just hit a one-year high (51:28) Why gold is rebounding, and who's buying it (57:47) What the new 530A investment accounts mean for your kids 🔗 RESOURCES MENTIONED 👉 Wondering which account should actually hold that bond (or gold, or index fund) you just bought? Grab our free cheat sheet showing exactly where each investment belongs: https://affordanything.com/assetlocation 👉 Chat about this episode with the community: affordanything.com/community 👉 TreasuryDirect, where Paula opened her account to buy the bond: treasurydirect.gov 👉 CME FedWatch Tool, for tracking the market's odds of a September rate hike: https://www.cmegroup.com/markets/interest-rates/cme-fedwatch-tool.html Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 07 Aug 2026 - 54min - 1280 - Hackers Waited 3 Months for This Couple's $1.2 Million Deal, with Dr. Eric Cole [GREATEST HITS]
#738: Hackers broke into a real estate closing company's servers and waited three months for the right deal — then intercepted a wire and stole $1.2 million from a couple who did everything right, right down to the closing table. Dr. Eric Cole was a former CIA hacker, Cybersecurity Commissioner under President Obama, and longtime security advisor to Bill Gates. We're resharing this conversation, originally released in June 2025, in honor of his sudden passing this year and the practical security knowledge he left behind. In this episode, we discuss: -How to spot a phishing scam before you click the link -Why turning on two-factor authentication blocks almost every account takeover -The simple bank alert setting that can stop a fraudulent transfer -Why cybersecurity experts sometimes recommend paying a ransomware demand -How AI-cloned voices are powering a new wave of grandparent scams -What your phone's app permissions reveal about who's tracking you -Why "it won't happen to me" is exactly what scammers count on This episode is for anyone who assumes hackers only go after big companies — because the reality is scammers are counting on you to think that. You'll walk away with concrete, five-minute changes that close the gaps most people don't know they have. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (03:41) Why you're an easier target than a big bank (06:46) Why cryptocurrency theft is nearly impossible to reverse (10:59) How one password can move half your savings (17:35) The fake unpaid-toll text that's made scammers millions (21:55) Why paying the ransom is sometimes the smart move (29:05) How AI clones your kid's voice for scams (37:58) The one thing to never hand a child (54:57) Why you should mask your location online (01:16:18) The setting that blocks almost every account hack (01:18:45) The bank alert that can undo fraud fast 🔗 RESOURCES MENTIONED 👉 See your full financial picture — income, debt, safeguards, and goals — in one place with our free one-page worksheet: https://affordanything.com/cornerstone 👉 Dr. Eric Cole's firm, Secure Anchor Consulting: secure-anchor.com 👉 Signal, the encrypted messaging app Dr. Cole recommends for sensitive conversations: https://signal.org Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 04 Aug 2026 - 1h 45min - 1279 - She's Researched Money for 30 Years—and Never Seen It This Bad for Young People, with Beth Kobliner
#737: Beth Kobliner has covered personal finance for people in their 20s and 30s for over three decades — and she says this is the hardest she's ever seen it. One in four young people now believe that betting on gambling sites and prediction markets counts as investing. Beth Kobliner is a personal finance journalist and New York Times bestselling author of Get a Financial Life, who served on President Obama's Advisory Council on Financial Capability for Young Americans. In this episode, we discuss: Why unemployment for college grads is now worse than the general population Why the average first-time homebuyer is now 40 instead of 28 How tap-to-pay and neobank apps quietly drive up spending without you noticing Why so many young people believe gambling sites count as investing — and what the real odds say Whether AI is making it harder or easier for young workers to break in Why index funds still beat both active management and a lucky bet, long-term Whether college is still worth the cost in today's job market Whether you're just starting out or already feel behind, this episode makes the case for the boring, unglamorous plan over the tempting quick one — and explains why that plan still works. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Why today's 20- and 30-somethings have it harder than any generation Beth's covered (03:04) The consumer sentiment reading that's worse than the pandemic and the Great Recession (05:14) Why record-low unemployment doesn't mean what you think for new grads (10:23) Why the median first-time homebuyer is now pushing 40 (13:36) The real reason behind the boom in crypto, sports betting, and meme stocks (15:52) The "giving up" factor economists say is driving risky bets (17:15) Why a tiny sliver of prediction-market bettors take home most of the winnings (23:26) Is the "avocado toast" spending story about young people even true? (43:44) How tapping your phone quietly makes you spend more than a credit card (01:04:13) Why financial optimism is rising in countries poorer than the U.S. 🔗 RESOURCES MENTIONED 👉 A free 10-day workbook to work through your money mindset and your next move: https://affordanything.com/fiire 👉 Get Beth Kobliner’s book Get a Financial Life: https://amzn.to/3Ty9tTJ 👉 A Random Walk Down Wall Street by Burton Malkiel, the index-fund classic Beth and Paula both referenced: https://amzn.to/4bq9IGC Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 31 Jul 2026 - 1h 12min - 1278 - Q&A: Would You Spend $60,000 on a Wedding Knowing It Could Be $800,000 Someday?
#736: A bride wants to spend $60,000 on her wedding — money that could grow to $800,000 in 40 years if she invested it instead. This week, three very different listener questions all boil down to the same fight: what the math says versus what actually makes you happy. 👉 Figure out your own money mindset — free FiiRE Playbook: https://affordanything.com/fiire This week, Paula and Joe tackle three listener questions: a professor trying to retire in 12 years while his daughter starts college, a bride wondering if $60,000 is too much to spend on love, and a couple in Luxembourg deciding whether a 1.2% fee is worth paying to keep themselves from touching their own money. In this episode, we discuss: How to know if you can retire in 12 years while your kid starts college A little-known tax-advantaged account almost nobody realizes their child can use Why a 7% return assumption isn't a "set it and forget it" number Whether a $60,000 wedding is a smart use of money — or a mistake How to decide if a big purchase is worth it before you spend the money Why paying a fee to a financial company might actually be doing you a favor How to tell a resilient money habit from a fragile one This episode is for anyone caught between what the math says and what they actually want — whether that's a wedding, a retirement date, or a fee you're tempted to cut. If you've ever done the "mathematically wrong" thing on purpose, you'll feel understood by the end of this one. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (03:36) Can this couple retire together in 12 years? (07:15) Why his college savings look thinner than expected (26:15) The two retirement levers you can actually pull (26:46) A little-known tax-free account for kids (34:18) Is a $60,000 wedding a smart money move? (41:21) The math behind what that wedding money could grow into (45:44) What every big purchase question really comes down to (57:51) Pay the fee, or invest it yourself? 🔗 RESOURCES MENTIONED 👉 Figure out your own money mindset — free FiiRE Playbook: https://affordanything.com/fiire 👉 Steve Stewart and Sean Mullaney's free webinar on ACA subsidies and the Subsidy Cliff August 4th - no RSVP needed: https://SteveStewart.me/subsidycliff 👉 Hear Paula, OG, and Jesse Cramer react to the Diary of a CEO episode on AI's future, on the Stacking Benjamins podcast: https://youtu.be/wppwRxGtFD4 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 28 Jul 2026 - 1h 09min - 1277 - He Tried 30+ Side Hustles Before 3 Actually Paid Off, with Cody Berman
#735: Cody Berman failed at more than 30 side hustles — from a disc golf manufacturing company to sweaty bike deliveries in the Australian heat — before three of them got him to financial independence at 25. Cody is the bestselling author of Retire by 30, who reached financial independence at 25 by stacking income from real estate, digital products, and the stock market. In this episode, we discuss: How a nest-egg approach to financial independence differs from a cash-flow one A simple framework for sorting any side hustle into one of four types Why calculating real rental cash flow means more than rent minus mortgage Why the gap between what you earn and spend matters more than your returns How a failed side hustle can still hand you a skill that pays off later Why rebuilding an old idea from scratch can prove your skills weren't luck How to know when a side hustle needs more time versus when to quit Whether you're juggling five side hustles or just starting your first one, this episode will help you figure out which ones are actually worth your time — and which ones to let go of. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Meet Cody Berman (03:27) Two paths to FI (05:51) Big piles feel scary (07:09) Cody's FI numbers (08:12) Hustling on the train (11:58) The side hustle graveyard (14:56) Four side hustle types (19:47) The rich own assets (37:17) Biking Uber Eats in Australia (44:20) Skills are future currency (45:33) AI makes doers stronger (52:36) The gap is everything (58:54) Valentine's printables pay off (1:07:54) House hacking slashes costs (1:12:45) Life after FI 🔗 RESOURCES MENTIONED 👉 Grab the free 10-day guide to figuring out which side hustle is worth building next: https://affordanything.com/fiire 👉 Retire by 30 by Cody Berman: https://amzn.to/4gwGSYm 👉 The Financial Independence Show (Cody's podcast): https://podcasts.apple.com/us/podcast/the-financial-independence-show/id1434155196 👉 The 4-Hour Workweek by Tim Ferriss: https://amzn.to/4vXfsj6 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 24 Jul 2026 - 1h 12min - 1276 - Q&A: Her Brother Owns 3 Houses — Is That Why We Have a 'Housing Shortage'?
#734: Depending on which source you ask, the U.S. is short somewhere between 1.2 million and 10 million homes — and the reason for that wild range says as much about who's counting as it does about the shortage itself. 👉 Free cheat sheet: which investments belong in which account: https://affordanything.com/assetlocation This week, Paula and Joe tackle three listener questions: whether the housing shortage is real or a wealth-concentration problem, whether a 26-year-old should pay off his mortgage or keep investing toward financial independence, and how to simplify a portfolio spread across 13 funds. We discuss: Whether the housing shortage is real — or just wealthy people buying vacation homes Why entry-level starter homes are in shorter supply than luxury homes - A simple way to add housing supply in your area while increasing your own rental income How to simplify a $1.5 million portfolio spread across 13 funds without losing tax efficiency Which investments belong in a Roth account vs. a 401(k) vs. a taxable account Why taking a 30-year mortgage (and paying it off fast) can beat a 15-year mortgage How to decide whether to pay off a mortgage early or invest the difference instead Whether you're trying to make sense of housing headlines, tidy up a portfolio that's grown out of control, or figure out what to do with extra cash each month, this episode will help you think more clearly about the trade-offs. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (01:41) Is America's housing shortage actually real? (06:29) The real numbers behind the housing shortage (14:29) A stunning stat on building permits vs. new jobs (24:32) A simple way to add housing and earn more (28:23) A caller's plan to retire in 15 years (33:01) Which accounts should hold which investments (40:22) Why more funds can beat fewer funds (52:19) A costly bias that skews money decisions (58:46) Should a 26-year-old rush to pay off his mortgage? (1:09:04) A gut-check for choosing between two paths 🔗 RESOURCES 👉 Free cheat sheet: which investments belong in which account: https://affordanything.com/assetlocation 👉 7 Expensive Rental Property Mistakes to Avoid (free guide): https://affordanything.com/rent 👉 Practical Investing and the Efficient Frontier, with Joe Saul-Sehy: https://www.youtube.com/watch?v=Tz59b5H5puw 👉 Submit your own question for a future episode: https://affordanything.com/voicemail Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 21 Jul 2026 - 1h 21min - 1275 - The Hidden Math Behind Every Venture Capital Fund, with former Wharton Prof. David Bell
#733: Venture fund managers can collect years of fees before a single dollar comes back to investors — and the bar to hand over your money is lower than you'd think. David Bell spent 20 years as a chaired professor at Wharton before co-founding the venture firm Idea Farm Ventures, where he's backed early-stage brands like Bonobos, Warby Parker, and Jet.com. In this episode, we discuss: How venture funds actually make money, and why nearly every one runs on the same fee formula Why fund managers get paid before they've invested anything Why the bar to invest in risky private deals is lower than you'd think What to ask before trusting any fund manager with your money The one red flag that should make you think twice about an eager fund manager How some investors make an all-or-nothing bet on a single breakout company Why taking outside money can quietly change what a founder is optimizing for Whether you're weighing becoming a fund investor yourself or you're a founder deciding whether outside money is worth what it costs, this episode gives you a clearer read on how the venture world actually works. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (03:41) How venture capital actually works, in three tiers (06:09) The fee formula nearly every venture fund runs on (10:30) Why fund managers get paid before they invest anything (14:19) The surprisingly low bar to invest in risky deals (26:52) What to ask before trusting any fund manager (29:27) How investors make an all-or-nothing bet on one company (34:33) The red flag hiding in an eager fund manager (42:16) What separates a great fund manager from a mediocre one (48:10) How outside money quietly changes what a founder optimizes for (55:47) Why kids today may never remember life before AI 🔗 RESOURCES MENTIONED 👉 The free FiiRE Playbook breaks down all seven entrepreneur types — from bootstrapper to funder — so you can see which game you're actually playing: https://affordanything.com/fiire 👉 David Bell's website: https://www.davidbell.co 👉 Lost and Founder by Rand Fishkin: https://www.penguinrandomhouse.com/books/547217/lost-and-founder-by-rand-fishkin 👉 Burn Rate by Andy Dunn: https://www.penguinrandomhouse.com/books/653309/burn-rate-by-andy-dunn Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 17 Jul 2026 - 59min - 1274 - Your Zip Code Is Quietly Deciding What You Buy, with former Wharton Prof. David Bell
#732: Where you live is already deciding what you'll buy today, before you've even made up your mind. And it turns out the customers your local stores ignore completely are often a brand's most valuable ones. David Bell spent twenty years as a Wharton marketing professor before becoming one of the earliest investors in Warby Parker, Bonobos, and Diapers.com. He's now co-founder of the consumer venture studio Idea Farm Ventures. In this episode, we discuss: Why the same person makes different purchases depending on where they live How four college students' "nutty idea" became Warby Parker Why the customers your local store ignores can become your best customers Why a failed meal-kit startup accidentally proved a rule about demand How a founder turned a boring hand sanitizer into a ten-dollar status symbol Why AI can now replicate a $100,000 market research study for almost nothing This episode is for anyone building — or dreaming of building — their own brand, product, or side hustle, and who wants to understand why people really open their wallets. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (00:00) Introduction: the invisible forces behind your spending (02:08) From Wharton professor to venture capitalist: meet David Bell (07:32) The Warby Parker origin story: born in office hours (11:27) The "preference minority": why location shapes what you buy (23:12) Beyond necessities: targeting discretionary spending online (31:00) Getting creative offline: postal routes, school buses, and neighborhood showrooms (43:37) Where AI actually fits into consumer innovation (50:49) Touchland: how a "boring" category became a status symbol (55:13) Building a business — and an AI board of directors — from scratch (57:32) Recap: three key takeaways, and what's coming Friday 🔗 RESOURCES MENTIONED 👉 Not sure which kind of entrepreneur you are? Our free 10-day guide helps you find your path — and add the emotional layer that makes people pay more: https://affordanything.com/fiire 👉 David Bell's work at Idea Farm Ventures: https://www.davidbell.co 👉 David Bell's book, Location Is (Still) Everything: https://amzn.to/4aUO3Gh 👉 Touchland, the hand sanitizer brand: https://touchland.com👉 Brad Stone book The Everything Store - Jeff Bezos and the Age of Amazon https://amzn.to/4w6ZT8I Share this episode with a friend, colleagues, and your mailman: https://affordanything.com/episode732 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 14 Jul 2026 - 1h 00min - 1273 - Is AI Making You Dumber? With Lorraine Marchand
#731: What if the best way to test a new hire wasn't a resume, but a two-hour breakfast? One CEO built his entire hiring process around it — and it worked. Lorraine Marchand spent three decades in leadership roles at companies like IBM, Bristol-Myers Squibb, and LabCorp, and interviewed more than 120 CEOs for her book on what actually makes teams innovate. Now she teaches at Wharton and Columbia Business School, and in this episode she joins Paula to share what really works. In this episode, we discuss: How one CEO used a casual team breakfast to test whether a new hire was the right fit before they came on board A simple three-question test to figure out if a bad job culture is fixable, or if it's time to start looking elsewhere Why a weekly 30-minute habit of talking about what's not working can make a team stronger How to network your way into opportunities early in your career, even if you're worried AI will replace you first What new research on memory loss and heavy AI use means for how you should be using these tools How to protect your job in your 50s and 60s as companies push AI adoption on everyone Where Marchand thinks the next wave of entrepreneurial opportunity is actually hiding (hint: it's not another app) Whether you're building a team from scratch, trying to decide if a toxic job is worth fixing, or just trying to use AI without losing your edge, this episode gives you practical takeaways you can put to use right away. ⏱️ TIMESTAMPS Note: Timestamps may vary slightly depending on dynamic ad placements. (02:00) – The team breakfast test: how one CEO used a shared meal to hire the right people (17:38) Should you try to fix a bad culture, or start looking for a new job? (26:29) Why people follow good bosses, not companies (28:26) Networking advice for people early in their career (30:25) What heavy AI use might be doing to your memory and thinking (31:06) AI job displacement and the skills worth building now (50:56) Using AI as a thought partner to build emotional intelligence (58:23) Advice for workers in their 50s and 60s worried about AI and ageism (1:06:00) Building a team of humans and AI "agents" — including an AI board of directors (1:14:43) Where Marchand sees the next wave of entrepreneurship and innovation heading 🔗 RESOURCES MENTIONED THE SIMPLE THREE-STEP PROCESS THAT CHANGES HOW YOU THINK ABOUT EVERYTHING 👉https://affordanything.com/turnitaround Landit – The AI-powered interview and communication prep tool mentioned in the episode 👉 https://www.landitinterview.ai/ Lorraine Marchand's website 👉 https://www.lorrainemarchand.com/ Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 10 Jul 2026 - 1h 14min - 1272 - Q&A: We Have $1.5 Million. Can We Stop Now?
#730: What does it actually mean to have "enough" — and how do you know when it's time to stop optimizing and start living? AVOIDING THE REAL ESTATE MISTAKES IN THIS FREE GUIDE COULD SAVE YOU $10,000 OR MORE 👉https://affordanything.com/mistakes In today's episode: Jax, a longtime listener, has hit a mindset shift — prioritizing sabbaticals and shared experiences over pure accumulation. He wants to know if his financial strategy still matches his values, how to deploy his home sale proceeds, when to assemble a financial team, and whether he and his wife have truly reached Coast FI. Megan and her wife are realtors in Baltimore who also flip houses. They're weighing whether to keep flipping, build a rental portfolio, or lean harder into retirement accounts and index funds — and want a framework for balancing it all as they plan for more travel and time with family. And Reema lives with her husband in the home she grew up in — which her mother still owns. As they plan renovations and think ahead to her mother's eventual estate, she's looking for guidance on how to split the inheritance fairly with her siblings. Share this episode with a friend, colleagues, and your dog sitter4: https://affordanything.com/episode730 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 07 Jul 2026 - 1h 01min - 1271 - First Friday: Jobs Are Cooling, Prices Are Climbing, and NYC is Freezing the Rent
#729: The U.S. added 57,000 jobs in June. Economists expected 115,000. Meanwhile, inflation hit a three-year high. The Personal Consumption Expenditures index - the Fed's favorite inflation gauge - jumped 4.1 percent year-over-year. That combination creates a problem. Weak jobs usually push the Fed to cut rates. Hot inflation pushes them to hike. In this First Friday episode, we break down which way the Fed might lean at its September meeting, and why traders see an 80 percent chance rates stay frozen for now. We also dig into Kevin Warsh's debut as Fed Chairman. His first official statement ran only 132 words, one of the shortest in Fed history. He cut forward guidance – the practice of making guesses about what the Fed will do next. He removed the names of dissenting voters. His statement mentioned price stability but skipped maximum employment, and we explain why that omission matters. Central banks around the world moved in the opposite direction. The European Central Bank raised rates for the first time since 2023, responding to a 10.9 percent surge in energy prices. The Bank of Japan hiked rates to their highest level in 31 years. Australia, Norway, Indonesia, the Philippines and Israel joined in. Brazil was the only country to cut rates – down to 14.25 percent. We cover China's consumer spending decline, the first since the pandemic ended, driven by a 16.1 percent drop in auto sales and a real estate crash that drained middle-class wealth. We end the episode with a deep dive into NYC's rent freeze – who gets the benefit, and who pays the price? ⏱️ Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. (00:00) US Job Market Cooling Off (04:52) Fed’s Stance on Interest Rates (07:29) New Fed Chair Kevin Warsh’s Priorities (17:21) Global Interest Rate Hikes (21:47) Impact of Stable US Rates & Global Trends (26:24) Inflation Data and Predictions (30:38) Consumer Sentiment: US vs. China (40:00) NYC Rent Freeze: History, Policies, and Today Share this episode with a friend, colleagues, and your landlord: https://affordanything.com/episode729 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 03 Jul 2026 - 1h 03min - 1270 - Q&A: What $2.4 Million at 37 Actually Looks Like (It's Not What You Think)
#728: What do you do when you suddenly have $850,000 and no idea what to do with it? GET TOTAL CLARITY ON WHERE EVERY DOLLAR BELONGS 👉 https://affordanything.com/cornerstone On today’s Q&A, one caller recently inherited $850,000 from his mother. He's already wealthy, earns over $500K a year, and has a solid net worth — but he's anxious, lost, and doesn't want to make a decision he can't undo. Paula and Joe walk him through exactly what they'd do. Then, a federal law enforcement officer responds to Jane from episode 722. He pushes back on our diagnosis of her stress — and makes a compelling case that it's not the mandatory retirement age that's the problem. It's the minimum. He shares how he's survived the final stretch of a career he no longer loves, and what he'd tell Jane about the years she still has ahead. Finally, a caller who is pregnant, recently promoted, and about to have a very hard conversation with her employer. She wants to go part-time after maternity leave — but HR is bureaucratic and the stakes are high. When should she ask? How should she ask? And should she be saving differently right now just in case they say no? Mentioned in today's episode: Interview with Family Law Attorney Aaron Thomas https://affordanything.com/episode582 Full show notes at https://affordanything.com/episode728 Download the Four Cornerstones worksheet to see exactly where every dollar belongs https://affordanything.com/cornerstone Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 30 Jun 2026 - 58min - 1269 - Hope Isn't a Feeling. It’s a Skill. - with Dr. Julia Garcia
#727: Not sure what your next money move should be? Start with the free FiiRE Playbook 👉 https://affordanything.com/fiire Dr. Julia Garcia is a psychologist, behavioral researcher, and author of The Five Habits of Hope — and she's spent years studying why smart, hardworking people stay stuck. What if the biggest thing standing between you and your financial goals isn't your income, your debt, or the housing market — but your own brain? I sat down with Dr. Garcia to unpack the neuroscience of hope, why apathy is more dangerous than despair, and the five habits that can rewire your brain — and your relationship with money — for good. (00:00) Hope is not a feeling — it's a cognitive process (05:00) The real reason you can't save money (it's not imposter syndrome) (08:11) Hopelessness vs. despair — and why the difference matters (13:05) The biggest danger isn't despair — it's apathy (21:10) How avoiding feelings leads to avoiding financial decisions (23:45) The "maybe" technique that interrupts negative thought loops (39:26) Habit 2: Risk — why comfort is killing your courage (54:59) Habit 4: Receive — why you can't hold onto wealth you don't feel worthy of (01:01:41) Habit 5: Repurpose — seeing worth where others see waste __________ 🎧 NEVER MISS AN EPISODE Apple Podcasts: https://affordanything.com/applepodcasts Spotify: https://affordanything.com/spotify __________ 🤗JOIN OUR PRIVATE COMMUNITY: https://affordanything.com/community 🤗STAY IN THE LOOP: https://affordanything.com/newsletter __________ 🛠 TOOLS AND RESOURCES: Check out The 5 Habits of Hope, a book by Dr. Julia Garcia - https://amzn.to/4oUzoRj Dr. Garcia’s Bio - https://www.linkedin.com/in/drjuliagarcia __________ 👀 WATCH THIS VIDEO NEXT: https://youtu.be/TdiyOHkAGiY __________ 👋 SAY HI ON SOCIAL: Facebook: https://facebook.com/affordanything Instagram: https://instagram.com/paulapant X: https://x.com/affordanything #FinancialPsychology #BehavioralFinance #MoneyAndMindset #FinancialGoals Watch the video of this episode https://youtu.be/hx1fJcok6Mk Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Sat, 27 Jun 2026 - 1h 18min - 1268 - Q&A: She Has $884K Saved — So Why Can't She Retire?
#726: Hey, we're mixing it up today with a super deep dive. We normally go fairly deep on this show, but today we're going even deeper and turning one caller's question into a case study. Download the Four Cornerstone Worksheet to follow along: www.affordanything.com/cornerstone An anonymous caller is reevaluating their finances after a series of health challenges, caregiving responsibilities, and major life changes. With most of their wealth tied up in retirement accounts, they’re wondering how to balance tax advantages against the need for greater flexibility and access to their money. We spend most of the episode answering this question in deep detail. At the end of the episode, we talk to another caller whose HOA hit her with a massive unexpected bill. She bought into an HOA, turned her former home into a rental, and years later was hit with a surprise $15,000 special assessment—with only months to pay and no payment plan available. Now she's wondering why the risks of HOA ownership, especially the possibility of massive special assessments, aren't discussed more often—and what prospective buyers should know before purchasing in an HOA community.” We'll dig into that in today's episode. Resources: Download the Four Cornerstone Worksheet: www.affordanything.com/cornerstone 7 Expensive Mistakes Real Estate Investors Make: http://afforanything.com/mistakes Video: Japan's Soccer Fans with Blue Bags Video: Norway's Vikings Fans on Escalator Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 23 Jun 2026 - 1h 17min - 1267 - What Most Families Get Wrong About Passing Down Wealth, with Andrea Baumann Lustig
#725: Most people assume their financial advisor is legally required to put their interests first. That's not always true. Andrea Baumann Lustig, a wealth advisor with 30 years of experience, joins us to walk through the blind spots she sees most often in legacy planning -- the deeply held beliefs that quietly undermine people's financial futures. We start with something most people never think to ask: how is your advisor actually registered? There are three categories. Registered representatives (stockbrokers) are held to a "best interest" standard - but they don't have to disclose when they earn a higher commission for recommending a specific investment. Fiduciaries are held to a stricter standard - they must put your interests ahead of their own. And 45 percent of advisors are dually registered, meaning they can switch between those two standards depending on which account they're discussing with you. Most clients have no idea this is happening. From there, we dig into what Lustig calls the "quarterback" problem. Many people have a financial advisor, an estate planning attorney, an accountant, and an insurance agent - but those specialists never talk to each other. Without someone coordinating the full picture, opportunities get missed and risks go unseen. We also talk through what happens when people try to manage everything themselves, why having multiple investment advisors can actually backfire (think: wash sale rule violations and hidden concentration risk), and why a revocable trust matters even if you don't think you're wealthy enough to need one. Lustig explains the three Ps a revocable trust protects against - probate, incapacitation, and privacy - and why even people in their 30s and 40s should consider setting one up now. The conversation closes with advice for small business owners on how to think about a business that might not be sellable - and how to plan around it anyway. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro (04:52) Three types of financial advisors explained (07:11) Fiduciary vs. best interest standard (13:21) Dangers of dually registered advisors (17:26) Why you need a planning quarterback (22:42) Risks of using multiple investment advisors (35:10) Who benefits from holistic wealth management (38:50) The three Ps of a revocable trust (42:19) Returning to the blind spots overview (45:40) Risks of managing money yourself (55:13) Key questions to ask a new advisor (1:03:34) Index funds vs. active management (1:10:04) Asset allocation and rebalancing strategy (1:19:10) Legacy planning for small business owners (1:25:54) How to spot your own blind spots Resources: Book: Legacy on the Line: Overcome Blind Spots to Grow and Transfer Your Wealth by Andrea Baumann Lustig Free download: The FiiRE Playbook Share this episode with a friend, colleagues, and your estate attorney: https://affordanything.com/episode725 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 19 Jun 2026 - 1h 27min - 1266 - Why Does Every Good Idea Die in a Meeting? – with HBS Prof Linda Hill and Jason Wild
#724: Linda Hill, a Harvard Business School professor, and Jason Wild, an innovation consultant who has led projects in 40 countries, join us to break down how organizations innovate. Linda and Jason have spent decades studying companies that consistently produce breakthroughs - from Pixar to Delta Airlines to Cleveland Clinic - and they've identified three leadership roles that matter most: the Architect, the Bridger, and the Catalyst. The Architect builds a culture where people feel safe enough to take risks. The Bridger - which Linda calls the "revenge of middle management" - spans the gaps between departments, partners, and outside organizations where innovation often stalls and dies. The Catalyst builds coalitions across broader ecosystems to get things done. We get into what separates co-creation from consensus - and why consensus almost never produces anything great. Linda explains what she calls "creative abrasion": the practice of rubbing ideas against each other through debate and discourse, rather than smoothing over disagreements to keep the peace. We also talk about what individual employees can do when they work inside slow, tradition-bound organizations. The short answer: find the people who share your interests, build a coalition, and work your way up - not by chasing the most powerful person in the room, but by starting with whoever cares about the same problem you do. The conversation touches on AI and what it actually takes to stay relevant as a knowledge worker. Linda and Jason both land on the same answer - the ability to build trust and relationships in low-trust environments is one of the hardest things for AI to replicate. Linda and Jason can be found at geniusatscale.com Download the FIIRE playbook: affordanything.com/FIIRE Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Innovation leadership and the ABC framework (02:19) Architect, Bridger, and Catalyst roles (04:18) Studying Pixar and innovation cultures (06:14) Co-creation versus consensus thinking (07:12) Creative abrasion and productive debate (08:41) Bridgers connecting teams and partners (10:50) Delta biometric boarding pass example (12:56) Relationship skills in the AI era (15:40) AI, trust, and human judgment (18:50) Rio collaboration across government silos (22:53) Innovating inside traditional organizations (25:18) ANA teleportation project and coalition building (30:49) Power of questions for innovation (32:42) Shared purpose versus top-down purpose (43:27) Better decision-making through clear criteria Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 16 Jun 2026 - 56min - 1265 - Six Levels of Wealth, with Nick Maggiulli [GREATEST HITS]
#723: This episode originally aired in July 2025. Here's the thing about personal finance advice: what works when you have $10,000 won't work when you have $1 million. Yet most financial guidance treats everyone the same, whether you're scraping together a $1,000 emergency fund or deciding whether to upgrade to business class. Nick Maggiulli, author of "The Wealth Ladder," joins us to break down how money strategies must evolve as your net worth grows. He's mapped out 6 distinct wealth levels, each requiring different approaches to spending, saving and investing. The levels start simple. Level 1 covers anyone with less than $10,000 in net worth — that's 20 percent of American households. Here, bad luck gets amplified. A flat tire that costs $200 could spiral into job loss and debt if you can't afford the repair. Level 2 spans $10,000 to $100,000 in net worth. Maggiulli calls this "grocery freedom" — you can splurge on the nicer eggs without checking your bank balance. Level 3, from $100,000 to $1 million, brings "restaurant freedom." Level 4, the $1 million to $10 million range, unlocks "travel freedom." Getting beyond Level 4 — into the $10 million-plus territory — requires business ownership or extreme patience. Maggiulli calculates that even saving $100,000 annually after hitting $1 million takes 23 years to reach $10 million, assuming 5 percent annual returns. The data shows income matters more than frugality, especially in the early levels. The median household income in Level 1 is $32,000, but in Level 4 it's $197,000, and in Level 6 it reaches $4.3 million. We discuss why homeownership dominates wealth in Levels 2 and 3, how investment assets become crucial in higher levels, and why many people in Level 4 choose "Coast FIRE" over the grinding path to Level 5. Resource Mentioned: Nick's book: The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (0:00) Introduction to wealth ladder concept (1:35) The 0.01% daily spending rule (3:43) Six wealth levels breakdown (7:35) Level 1 survival mode focus (11:21) Six levels population data (13:02) Level 1 bad luck amplification (15:08) Level 2 skills development priority (17:55) Income and wealth correlation data (25:28) Level 2 education strategies (28:05) Income opportunity heuristics discussion (32:24) Level 2 mobility statistics (36:38) Asset composition shifts by level (39:28) Level 3 to 4 progression (46:52) Level 3 and 4 similarities (50:14) Level 4 to 5 math (53:29) Business ownership requirements for Level 5 (56:07) Level 5 and 6 non-monetary focus (59:07) Wealth movement bidirectional data (1:04:09) Key takeaways summary begins For more information, visit the show notes at https://affordanything.com/episode629 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 12 Jun 2026 - 1h 10min - 1264 - Q&A: Why Do I Still Feel Anxious When I’m Clearly Doing Well?
#722: Free lesson: affordanything.com/mistakes Ask us a question: affordanything.com/voicemail What happens when your financial plan is technically working — but emotionally, it still doesn’t feel secure? Caitlin and her husband have their core expenses covered, but her side hustle brings in an extra $600 a month. With young kids, daycare costs, and long-term retirement goals all competing for attention, she’s wondering where that extra money should go right now. Anonymous is in a strong financial position for retirement, with a pension, solid investments, and high savings rates—but is still constantly checking accounts, rerunning projections, and struggling to feel at peace with money. Charlotte is calling back several years after asking whether short-term rentals could fund her early retirement. After buying, renovating, and eventually selling two Airbnb properties—just before a devastating hurricane hit the area—she’s reflecting on what she learned about risk, hype, and investing with emotion. Resources mentioned: Charlotte's original call: affordanything.com/episode352 Paula interview on Emma Chamberlain's podcast: youtube.com/watch?v=VOP7S4w8s0I Midterm Rentals with Jeff Hurst: affordanything.com/episode712 Interview with Brad Klontz, Ep127: affordanything.com/episode127 Interview with Brad Klontz and Adrian Brambila, Ep551: affordanything.com/episode551 Share this episode with a friend, colleagues, and your AirBNB tenants: https://affordanything.com/episode722 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 09 Jun 2026 - 48min - 1263 - First Friday: Fed Rate Hike Coming? Jobs & Housing News
#721: The US economy showed robust job growth in May, adding 172,000 new jobs, exceeding expectations. This suggests a broadening of economic recovery beyond essential services. Treasury yields have climbed significantly, reflecting investor concerns about inflation. Inflation remains a significant concern, driven largely by surging energy costs. And there's good news emerging in prescription drug prices. We're going to discuss all of this and more in the June 2026 First Friday episode. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (0:00) May jobs surge (04:31) Fed rate hike outlook (06:08) Bond yields and stocks (11:57) Home prices keep falling (16:15) Austin housing correction (17:18) Inflation and energy costs (21:21) Gas prices hit budgets (23:05) Consumer sentiment weakens (28:11) JPMorgan market outlook (29:14) Mag Seven loses dominance (33:04) Prescription drug prices drop (39:24) SpaceX IPO plans and demand Resources: JP Morgan article: https://am.jpmorgan.com/us/en/asset-management/adv/insights/market-insights/guide-to-the-markets Free download: Asset Location Made Simple https://affordanything.com/assetlocation Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 05 Jun 2026 - 33min - 1262 - Q&A: When the "Right" Decision Feels Harder Than The Math
#720: At what point does making the “right” financial decision start to feel emotionally harder than the math itself? Rebecca: is wondering whether the Rule of 72 means she can ease up on retirement contributions—or whether continuing to max out her Roth 401(k) is still the smarter move despite multiple mortgages, car loans, and college savings goals. Kate: feels trapped between the math and psychology of homeownership. A low-interest rental property could be sold to dramatically reduce a much larger 7 percent mortgage, but she’s struggling with whether giving up that “golden” loan would be a long-term mistake. Emily: is now just a few years away from early retirement, but after watching his net worth grow rapidly during the bull market, he’s finding that the closer he gets to financial independence, the harder it becomes to emotionally trust that he finally has enough. Resources mentioned: Financial Planning Tools: go.boldin.com/affordanything Leave Paula a message for the show: affordanything.com/voicemail Join the Afford Anything Community: affordanything.com/community Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Wed, 03 Jun 2026 - 1h 00min - 1261 - Your Office Is Making You Sick, with Dr. John La Puma
#719: Most of us spend 93 percent of our time indoors, and it's making us sicker, more tired, and less productive than we realize. Dr. John La Puma is a physician and researcher who studies what happens to the human body when it's indoors too much. He joins us to explain the science behind what he calls the indoor epidemic: the chronic diseases, burnout, insomnia, and cognitive decline that stem from a life lived almost entirely inside. Dr. La Puma walks through the specific biological mechanisms at play. Indoor living disrupts your circadian rhythm and bombards your brain with more screen time than it can process — what he calls "digital obesity." Too many pixels, he says, burn out your brain the same way too much sugar burns out your metabolism. Burnout isn't a character flaw. It's a biology problem. The good news: the minimum effective dose of outdoor time is just two hours a week in a green or blue space. And it doesn't have to be a national park. The park down the street counts. We get into the specifics — morning light, circadian rhythm, deep sleep, and why 10 minutes outside before you check your phone can improve focus, sleep quality, and even how big the world feels. Dr. La Puma explains why "just get outside more" misses the point: light has a dosage, a timing, and a location, the same way a financial strategy has specific mechanics. For knowledge workers in cities, we talk through the real-world friction — Manhattan apartments, extreme heat, early wake-ups before sunrise — and what to do when those conditions make outdoor time inconvenient. There are practical workarounds, and Dr. La Puma covers them. The episode closes on a reframe: health and productivity aren't in conflict. Better sleep, more natural light, and regular time outside don't slow you down. They make the hours you do work more effective. Resources mentioned: John La Puma MD's book - Indoor Epidemic: 93% Inside Steals Sleep, Focus & Years—The 7% Outdoor Rx Restores Them Dr. John La Puma's website https://www.drjohnlapuma.com f.lux screen spectrum app https://justgetflux.com Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Your Office Is Making You Sick (03:01) Health cost of indoor living (04:58) Digital obesity explained (09:24) Minimum effective dose of nature (12:10) Why burnout is a biology problem (15:15) Morning light and deep sleep (17:11) Light first, coffee second (28:12) What happens during deep sleep (36:54) Workplace study results (45:23) Pink noise, brown noise, and sleep (54:45) Why blue-light glasses fall short (59:48) Outdoor tips for remote workers (1:04:55) Green exercise as a nature dose (1:10:10) Mental health cost of indoor life (1:14:51) Modeling outdoor habits for kid Share this episode with a friend, colleagues, and your mailman: https://affordanything.com/episode719 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 29 May 2026 - 1h 22min - 1260 - Q&A: The Goalposts Moved — Is That Actually a Problem?
#718: What happens when the financial strategy that once felt obvious suddenly becomes a lot more complicated? Les is approaching financial independence but has realized there’s one thing missing from the traditional FIRE equation: how do you continue meaningful charitable giving after you stop earning a paycheck? Jaime has built a sizable retirement portfolio, but now he’s wondering whether the complexity inside his 401(k) actually matters—or if he’s overthinking the mechanics of retirement accounts and Roth conversions. Tina has owned a successful rental property near the University of Central Florida for more than a decade, but changing market conditions and growing competition from corporate landlords are making them wonder whether it’s finally time to sell. We’re diving into all of that today, so let’s get started. Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 26 May 2026 - 39min - 1259 - The 5 Ways Investors Behave When Things Go Wrong, with Clare Flynn Levy
#717: Clare Flynn Levy was a hedge fund manager in London in the summer of 2007, watching her trading screens turn red — every single day. Merger arbitrage spreads were widening. Investors were pulling out. She didn't yet realize she was watching the early tremors of a global financial crisis. Clare joins us to talk about what that experience taught her about investor behavior, emotional bias, and the hidden forces that drive financial decisions. She now runs a firm that helps professional fund managers analyze their own decision-making patterns. Her core argument: most investors aren't making rational choices. They're rationalizing them. We get into two specific biases that cloud judgment — sunk cost fallacy and the endowment effect — and how they show up whether you're picking individual stocks or rebalancing a 529 plan. Clare shares a personal example. After the 2024 election, she moved her kids' college funds from equities into bonds, recorded her reasoning in her calendar, and came back nine months later to review it honestly. She was wrong. Equities kept climbing. But having a written thesis let her make a clean new decision rather than doubling down out of ego. We also walk through five investor archetypes drawn from behavioral research on fund managers. Connoisseurs let winners run. Raiders take profits too early. Rabbits freeze — or keep buying into a losing position. Hunters wait and take calculated shots. Assassins cut losses cleanly, without emotion. Most people default to rabbit behavior when things go south. The goal is to be an assassin. Clare's practical rule: don't let any single position drag your overall portfolio down more than 1 percent before forcing yourself to reassess. Her closing advice for long-term investors: ask yourself five simple questions before every major move, write down your reasoning, and go back and check. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) 5 Ways Investors Behave When Things Go Wrong (05:20) Clare Flynn Levy — hedge fund manager turned behavioral finance analyst (06:50) 2008 crisis — watching screens turn red daily (08:25) Sunk cost fallacy and the endowment effect — why investors hold losers too long (10:25) Index funds — riskier than most people think (17:09) Tech concentration — how indexes got warped (27:52) Algorithmic trading — machines changing the game (29:37) Playing the wrong game — taking cues from short-term traders (31:22) Individual stocks — same behavioral traps apply (35:22) Hit rate vs. payoff ratio — what actually drives returns (44:57) Five investor archetypes — how you behave when winning and losing (50:17) Alpha decay — when to exit a winning position (54:22) Being an assassin — rules for cutting losses without emotion (59:42) Decision journaling — five questions to ask before every move (01:03:22) Quarterly snapshots — simple way to track your own patterns (01:05:22) Closing advice — discipline, patience, and realistic expectations Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 22 May 2026 - 1h 03min - 1258 - Q&A: Your Kids Just Inherited $350,000 Each. Now What?
#716: When does a financial decision stop being purely about maximizing returns—and start becoming about building the life you actually want? Karen recently inherited sizable trusts for their children and is now navigating the complicated intersection of investing, taxes, legacy planning, and future financial aid eligibility. Matt has spent years building a solid index fund portfolio, but as retirement gets closer, he’s wrestling with a familiar investor problem: how do you know when optimizing becomes overthinking? Kate is trying to decide whether $35,000 should go into the stock market—or into building a backyard gym that could generate income while dramatically improving her family’s day-to-day quality of life. We’ve got a lot to unpack today, so let’s get into it. Book by Michael J. McFall - Grind: A No-BS Approach to Take Your Business from Concept to Cash Flow Share this episode with a friend, colleagues, and your mailman: https://affordanything.com/episode716 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 19 May 2026 - 1h 11min - 1257 - Mrs. Dow Jones: Your Childhood Is Running Your Bank Account
#715: She grew up with a Goldman Sachs dad. She still ended up broke in her 20’s. Here's what changed. Haley Sacks - known online as Mrs. Dow Jones - joins us to talk about the five-step financial framework she calls IBIZA. Despite every advantage, she spent her twenties anxious, financially dependent, and charging dinners to her parents' credit card. One birthday trip to a Toronto restaurant crystallized the problem: she couldn't afford the life she wanted, so she borrowed someone else's money to fake it - and spent the rest of the night avoiding her phone while her mom texted about the charge. We talk about how money beliefs form by age seven, even when parents never say a word about finances. Haley's father had watched wealthy clients' children lose ambition and kept money out of the family conversation entirely. The lesson Haley absorbed anyway: money comes from outside yourself. The IBIZA framework walks through five steps - identify your earliest money memory, interrupt the patterns it created, zhuzh your mindset by replacing limiting beliefs, and act. The final step is tactical: a 15-minute timer, one small action, and a monthly money date to review spending and set goals. We also get into the concept of financial energy - the idea that you have a finite amount of mental bandwidth for money decisions each day. Spending it on coupons and skipping lattes leaves nothing left for the moves that actually build wealth: negotiating a raise, automating savings, maxing out tax-advantaged accounts. Haley also breaks down learned financial helplessness - the belief that the system is too broken to bother trying - and why pushing back against it puts you ahead of most people before you've done a single thing. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) — Your Childhood Is Running Your Bank Account (08:42) — Money beliefs form by age 7 (11:35) — Why financial independence matters (13:00) — The Momofuku story (17:04) — "Financial energy" — and why you're wasting it (24:35) — The IBIZA framework, explained (28:32) — I: Identify your money origin story (31:07) — "If you don't control your money, it controls your life" (32:31) — How pop culture shapes money beliefs (46:51) — I: Interrupt old patterns (54:24) — Learned financial helplessness (55:59) — Z: Zhuzh your mindset (59:06) — The Tyra Banks story (1:02:54) — A: Act — the 15-minute starter move (1:06:18) — The monthly money date Resource: Haley's book - Future Rich Person: The New Rules for Building Wealth (Even if You're Stuck, Broke, and that Billionaire Won't Text You Back...) Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 15 May 2026 - 1h 07min - 1256 - Q&A: Should I Sell One Property to Pay Off Another?
#714: When you’re making big financial decisions, what matters more: optimizing for the best long-term outcome, or choosing the path that gives you the most flexibility and peace of mind right now? Melissa retired early and now lives off rental income, but she’s considering selling one property to pay off another. The catch? Her monthly income would stay about the same—so the real question is whether giving up future appreciation is worth the simplicity and stability today. Von is trying to better understand how real estate returns actually work—specifically, whether cap rates tell the full story for multifamily properties, or whether there’s more going on beneath the surface. Layla is planning to retire at 50 and has built a strong portfolio—but she’s wondering if she’s leaned too heavily into Roth accounts. Should she keep maximizing a mega backdoor Roth at a high tax rate, or shift toward a taxable brokerage to better bridge the early retirement years? We’ll get into all of that—the tradeoffs, the assumptions behind them, and how to think through each decision. Share this episode with a friend, colleagues, and your Uber driver: https://affordanything.com/episode714 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 12 May 2026 - 53min - 1255 - BONUS: The Economy Added 115,000 Jobs. Consumer Confidence Just Hit a 74-Year Low. Let’s Unpack This.
The US economy added 115,000 jobs in April -- and the numbers look solid on the surface. But dig a little deeper and you'll find a tech sector in freefall, a housing market frozen in place, and consumer sentiment that hit a 74-year low. This bonus episode breaks down the May jobs report, which came out a week late because the Bureau of Labor Statistics pushed its release from the first Friday to the second Friday of the month. The job gains were concentrated in healthcare, transportation, warehousing, and retail. Healthcare alone added 37,000 jobs, driven largely by nursing facilities and home health care services for an aging population. Retail gains clustered in discount stores and warehouse clubs - not department stores or electronics retailers - which tells you consumers are spending more carefully. Tech got hit hard. The information sector lost another 13,000 jobs in April and is now down 342,000 jobs - about 11 percent - from its November 2022 peak. People working part-time because they can't find full-time work jumped by 445,000 in a single month. Consumer sentiment is at its lowest point in 74 years of University of Michigan tracking - worse than 2008, worse than the inflation of the 1970s. One reason: gas prices. There's a psychological outsized effect to standing at a pump watching the total climb every week, versus an invisible mortgage adjustment buried in a monthly bank statement. The housing market didn't get its usual spring bounce. Existing home sales ticked up just 0.2 percent between March and April. Inventory rose 5.8 percent, but at 4.4 months of supply, the market still needs roughly 30 percent more inventory to reach balance. Median sale price sits at $417,700, up less than 1 percent year over year. Homes are averaging 32 days on market - giving buyers more negotiating leverage than they've had in years. Timestamps: (00:00) April jobs report: 115,000 new jobs, but tech takes a hit (02:38) Jobs data matters more than the stock market (03:14) Where jobs grew: healthcare, transportation,warehousing, retail (05:14) Consumer sentiment hits 74-year low (07:46) Why gas prices hurt more than other costs (11:20) Tech sector down 342,000 jobs from 2022 peak (11:52) Part-time workers up 445,000 in a single month (13:38) Housing market: no spring rebound (15:16) Inventory up, but still 30 percent below a balanced market (16:16) Housing market frozen - not crashing, not skyrocketing (17:13) Golden handcuffs: why sellers aren't selling (18:23) Why buyers have more negotiating power now Enroll in our course, "Your First Rental Property" while the doors are open! https://affordanything.com/enroll Share this episode with a friend, colleagues, and your postal person: https://affordanything.com/firstfridaymay2026 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Mon, 11 May 2026 - 24min - 1254 - Why Smart People Still Sabotage Their Own Money, with Tiffany Aliche
#713: Tiffany Aliche spent her 30th birthday in her childhood bedroom, $300,000 in debt, unemployed, and freshly foreclosed on. Sixteen years later, she's generated over $50 million in gross revenue as a business owner. She joins us to talk about what actually happened in between. Aliche - known as The Budgetnista - built her personal finance platform almost by accident. After a friend stole $35,000 from her and the 2008 recession wiped out her condo's value, she started helping friends navigate their own financial messes. That side hustle became a business. By 37, she was a millionaire. By 40, she had her first eight-figure revenue year. But the money didn't fix everything. We talk about what she calls "post-traumatic broke syndrome" - the way your scarcity mindset from the hard years keeps quietly running your financial decisions long after your bank account has recovered. For Aliche, it showed up as years of refusing to buy herself a vacation home she could easily afford, while simultaneously buying properties for her sisters and stepdaughter, neither of whom asked for them. We also get into the emotional mechanics of financial shame - specifically, how shame blocks access to solutions you already have. Aliche says she grew up with a CFO father who taught her exactly how to budget, save, and invest. None of that knowledge was available to her at rock bottom, because shame had walled it off. The fix, she says, was simply saying it out loud to a friend. The conversation covers people-pleasing as an under-discussed form of financial self-sabotage, the current economic disconnect between paper wealth and lived experience, and a practical exercise for figuring out whether you already have enough money to fund the life you actually want. Resource: Tiffany Aliche's book - Get Good With Money: 10 Simple Steps to Becoming Financially Whole Share this episode with a friend, colleagues, and your CFO: https://affordanything.com/episode713 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 08 May 2026 - 1h 12min - 1253 - The Rental Strategy That Survived Every City Crackdown, with Jeff Hurst
#712: Jeff Hurst, CEO of Furnished Finder, joins us to break down what midterm rentals are, who they're for, and why now might be the best time to get in. A midterm rental is a furnished unit rented for 30 days or longer - longer than a hotel stay, shorter than a traditional lease. Cities have been regulating Airbnb-style short-term rentals out of existence, leaving a wave of furnished properties with nowhere to go. That supply is now shifting toward the midterm market, driven by three primary tenant types: corporate and skilled trade workers, traveling healthcare professionals, and relocating families doing a "try before you buy" neighborhood test run. We get into the specifics of what it costs to furnish a midterm rental (about $7 per square foot, compared to $30 to $40 for a short-term rental), where owners typically overspend (treating it like a leisure destination), and where they underinvest (quality mattresses, blackout curtains, kitchen functionality). Jeff also explains how to model out your returns, estimate vacancy, and use tools like Furnished Finder's market insights tab and AirDNA data to vet a market before you buy. On the question of where to invest, Jeff walks through a layered research approach - starting with population migration, proximity to hospitals and universities, commuter corridors, and school districts. He's bullish on mid-sized cities with data center build-outs and expanding healthcare infrastructure, and argues that markets like those around northwest Arkansas, parts of Texas, and mid-sized Midwestern cities offer better risk-adjusted returns than the leisure destinations that dominated the short-term era. Jeff also covers HOA red flags to look for, how to approach off-market deals, what the regulatory environment looks like for midterm (spoiler: almost no city is restricting it), and why the category today feels a lot like short-term rentals at their peak. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro (05:12) What midterm rentals are (07:00) Why cities banned short-term rentals (08:19) Who rents midterm — nurses, corporate workers, relocating families (14:45) Extended stay hotels vs. midterm rentals (16:34) Hospitality expectations for hosts (19:22) How much to spend on furnishings (21:02) Regulatory risk — nearly zero (32:16) How to estimate vacancy and returns (45:58) How to pick a market (52:16) Why mid-sized cities win (57:42) Following extended stay hotel construction as a demand signal (1:13:00) Who owns midterm rentals — older than you'd think (1:14:36) Why midterm feels like AirBNB in 2012 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 05 May 2026 - 1h 30min - 1252 - Is a Computer Science Degree Still Worth the Debt?, with Ron Lieber
#711: A computer science degree used to feel like a sure thing. Job placement rates topped 90 percent. Starting salaries cleared $80,000. You could do the math on your student loans before you enrolled. That math doesn't work the same way anymore. New York Times "Your Money" columnist Ron Lieber joins us to walk through what families actually need to know before borrowing for college. He covers how to use the federal College Scorecard to look up earnings by school and by major. He explains why the scariest student loan headlines are almost always about graduate school rather than undergraduate debt. And he makes the case that liberal arts majors tend to catch up to their STEM peers by mid-career - even if the early numbers don't show it. Lieber also makes a case that the financial return on college extends beyond salary data. Alumni networks, mentorship, and lifelong friendships all factor into the equation. He suggests asking schools pointed questions about reunion attendance and alumni giving rates as a way to gauge how connected - and how useful - a community actually stays after graduation. On the debt question, Lieber draws a clear line between federal undergraduate loans, which cap around $31,000, and the more dangerous combinations of Parent PLUS loans and private debt that drive the horror stories you see in the news. He also addresses the community college path in detail - including what it actually takes to pull it off without losing time or credits along the way. The conversation closes with a framework for parents: keep sparking conversations with your kids, stay curious about what they're drawn to, and treat yourself less as an advice-giver and more as someone planting seeds. Share this episode with a friend, colleagues, and your college student: https://affordanything.com/episode711 Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) No BLS jobs report today (01:41) Ron Lieber intro – NYT personal finance columnist, student debt expert (02:41) College still worth it? Ron says yes, despite tough entry-level job market (05:03) How to use the College Scorecard (06:27) Liberal arts majors often catch up by mid-career (07:17) The non-financial ROI of college (15:08) How much debt is too much? Federal undergrad cap is $31,000 (18:31) Community college as a launchpad; savings potential, but requires high executive functioning (21:36) Scary student debt headlines are mostly about grad school, not undergrad (24:39) AI and shifting willingness to pay; colleges facing enrollment pressure (37:00) Financial aid office dynamics (40:39) Peak 18-year-olds; demographic cliff hits colleges differently by region (45:54) Location matters; urban schools have recruiter and networking advantages (54:11) Framework for parents and students; stay curious Resource: Ron Lieber's book - The Price You Pay for College: An Entirely New Roadmap for the Biggest Financial Decision Your Family Will Ever Make Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 01 May 2026 - 58min - 1251 - Q&A: He Wants to Die With Zero – Here’s How to Spend $1M Without Running Out
#710: What does it really look like to balance financial optimization with real-life tradeoffs—whether that’s choosing meaningful work, spending down your savings, or deciding where your next dollar should go? Mike is planning to retire at 60 with $1 million saved and a clear goal: spend it all during his lifetime. He wants to know how to structure his withdrawals so he can maximize income now while still covering the decades ahead. Kip was planning to retire after feeling burned out—until a chance conversation led him to a completely different role within his company. Now he’s happier than ever, but he’s also curious about whether real estate syndications are a smart next step for investing. Jessie and their spouse are about five years away from early retirement and trying to decide where their next savings dollar should go—keep maxing out Roth IRAs, or shift toward a taxable account for more flexibility? We’ll get into all of that—and how to think through each of these decisions—on today’s episode. Resources Mentioned: Listen to Kip’s previous question: https://affordanything.com/episode627 Don’t miss the YFRP Webinar! https://affordanything.com/rental2026 Join the YFRP waitlist: https://courses.affordanything.com Stay in the Loop: https://affordanything.com/newsletter Die with Zero, a book by Bill Perkins: https://amzn.to/3P1ydBS Share this episode with a friend, colleagues, and your arborist: https://affordanything.com/episode710 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 28 Apr 2026 - 1h 10min - 1250 - The Financial Reality of Developmental Disabilities, with Keith Wargo
#709: Keith Wargo has spent decades navigating one of the most daunting financial planning challenges a family can face: raising a child with a developmental disability. He joins us to share what families need to know. The financial stakes are significant. Keith, who is the CEO of Autism Speaks, estimates lifetime care costs for a person with a developmental disability can run between $1.4 and $2.4 million - and that figure may be conservative. Yet many families put off financial planning because the day-to-day demands of caregiving leave little room for anything else. One of the first things Keith walks us through is the federal benefits system. Medicaid and SSI are the primary lifelines for many families, but qualifying takes time - for Keith's family, it took three years of meetings and paperwork. There's also a critical detail: SSI requires the individual to have no more than $2,000 in assets in their name. A well-intentioned inheritance from a grandparent can wipe out eligibility overnight. That's why Keith recommends a special needs trust for most families. Assets held in the trust don't count against federal benefit limits. He also recommends pairing the trust with a "second to die" life insurance policy - one that pays out after both parents are gone - to help fund it. ABLE accounts round out the toolkit. Similar to a 529 plan, they allow tax-free contributions of up to $20,000 per year for a person with a qualifying disability. The funds cover everyday expenses like food, transportation, and entertainment. Unused 529 funds can also be rolled into an ABLE account, up to $20,000 per year. Keith also addresses trustee succession - who manages the money after the parents are gone, and who steps in after that person. His advice: start building a network early, revisit the plan every few years, and bring siblings into the financial conversation sooner than feels necessary. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) The Financial Reality of Developmental Disabilities (02:00) Caregiving's financial toll on families (03:41) Keith's background (04:26) His son AJ's diagnosis and journey (07:08) Rights and services end at age 22 (08:06) Medicaid, SSI, and SSDI explained (14:12) The $2,000 asset limit for SSI eligibility (14:33) Why special needs trusts matter (16:04) Life insurance as a funding tool (23:08) Planning two retirements simultaneously (25:04) ABLE accounts - the basics (27:06) ABLE account balance limits by state (36:35) Employment opportunities for neurodiverse workers (42:11) Fraud and safety risks to be aware of (51:15) Trustee succession planning (53:22) Rolling 529 funds into ABLE accounts Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 24 Apr 2026 - 58min - 1249 - Q&A: My Mom Is 73. She Has a House — But It Doesn’t Pay the Bills. Now What?
#708: What’s the smartest way to handle big financial transitions—when the stakes are high and the “right” answer isn’t always obvious? Anonymous “Cyndi Jr.” is helping their 73-year-old mother relocate across the country and needs to decide how to use the proceeds from a home sale to balance long-term housing security with inflation protection. Anonymous is trying to figure out how to handle quarterly estimated taxes on investment income—without relying on safe harbor rules that don’t always reflect market swings. Luz, whose previous question was featured on the show, is now navigating a major job change and wondering what to do with an old 401(k)—while also rethinking how Roth accounts, an HSA, and debt all fit into a bigger financial strategy. We’ll walk through each of these and help you think it through in today’s episode. Resources mentioned: Don’t miss the YFRP Webinar! https://affordanything.com/rental2026 Join the YFRP waitlist: https://courses.affordanything.com Listen to Luz’s previous question: https://affordanything.com/episode583 Stay in the Loop: https://affordanything.com/newsletter Share this episode with a friend, colleagues, and Cyndi Lauper: https://affordanything.com/episode708 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 21 Apr 2026 - 1h 07min - 1248 - Q&A LIVE from Texas A&M Texarkana
#707: Joe and I traveled to the campus of Texas A&M University-Texarkana for a very special live recording. We were joined by Jay Davis, the Executive Director of Financial and Entrepreneurship Engagement, to answer questions from an incredible audience of students. Whether you’re just starting your career or looking to "reset" your habits, this episode covers the essential transition from the classroom to the professional world. Student Questions Hannah (Psychology Major): How do I navigate the trade-offs between passion, a paycheck, and peace of mind in my 20s without having regrets later? Hannah (Second Student): As I move from a student budget to a professional salary, how do I prevent "lifestyle creep" from eating my first big raise? Gabriel: How do I find the middle ground between being responsible for "Future Me" and actually enjoying my life while I’m young? Stephano: When is the right time to start investing, and how do I balance that with paying down student loans? Valarie: How do I build a solid credit score as a student without falling into the trap of high-interest debt? Thomas: What are the most important "marketable skills" I should be developing now to ensure financial security later? Key Takeaways Follow Curiosity Over Passion: Passion is often a side effect of mastery, not the starting point. Follow your curiosity into deep learning; the fulfillment (autonomy, mastery, and purpose) will follow once you become an expert in your craft. Build Your "Bravery Fund": High marketable skills and a solid emergency fund give you the freedom to take risks. If you have a financial cushion and low fixed costs, you have the "bravery" to pivot careers if your first choice isn’t the right fit. Automate Your Success: The most effective way to beat lifestyle creep is to "hide" your raise from yourself. Set up automated transfers to retirement accounts or debt repayment for the same day your paycheck hits your account. Beware of High Fixed Costs: Avoid the "new grad" trap of heavy car payments ($700–$1,000/month). These high monthly obligations are the biggest inhibitors to your future housing flexibility and career mobility. The 24-Hour "Fun" Rule: To balance current enjoyment with future savings, create a deliberate "yes" list. If you want to spend on a hobby or experience, wait 24 hours to ensure it’s a conscious choice rather than an impulse. Resources mentioned: Don’t miss the YFRP Webinar on May 12th! https://affordanything.com/rental2026 A&M University Website: https://www.tamut.edu Grab a copy of Deep Work by Cal Newport: https://amzn.to/4truxs3 Receive our newsletters https://affordanything.com/newsletter Don’t miss the YFRP Webinar on May 12th! https://affordanything.com/rental2026 YNAB for students: https://www.ynab.com/college Chapters Note: Timestamps are approximate and may vary across listening platforms due to dynamically inserted ads. (00:00) The Abridged Live Performance from Texas A&M Texarkana (01:19) Hannah’s Question: Passion vs. Paycheck (06:31) The "Bravery Fund" & Your Freedom to Pivot (13:35) Hannah’s Question: Defeating Lifestyle Creep (20:43) Gabriel’s Question: Future You vs. Present You (30:57) Stephano’s Question: Debt vs. Investing (41:55) Valarie’s Question: Building Credit Responsibly (50:15) Thomas’s Question: Developing Marketable Skills Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 17 Apr 2026 - 48min - 1247 - Q&A: The Case for NOT Paying Off Your Student Loans
#706: When the numbers look straightforward—but the rules, timing, and future are uncertain—how do you decide what to do next? KJ has $90,000 in student loans, a recent inheritance, and a lot of uncertainty around changing repayment policies, and is trying to decide whether to pay down debt now or hold onto cash in case future payments become unaffordable. Anonymous (let’s call her Andrea) is about seven years away from retirement with $1.9 million saved and is thinking about sequence of returns risk, and is wondering whether working part-time could help protect against a poorly timed market downturn or simply delay the risk. Anonymous (let’s call him Andrew Ryan) is a retired homeowner in their early 70s who recently bought a second home to be closer to family and is planning to rent it out part of the year, and is wondering how to structure it and how taxes work for a property that’s both personal and income-producing. Share this episode with a friend, colleagues, and Ryan Gosling: https://affordanything.com/episode706 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 14 Apr 2026 - 1h 10min - 1246 - What to Fix First When Everything Feels Stuck, with former Lyft COO and Tesla President Jon McNeill
#705: Jon McNeill, former president of Tesla and COO of Lyft, starts with a simple problem: his teenage son is about to start driving, and he’s worried about texting behind the wheel. Instead of setting rules, he builds a solution. That idea becomes TruMotion, a company that uses smartphone sensors to track driving behavior. You hear how the app figures out whether someone is actually in the driver’s seat, and how that technology ends up powering programs used by major insurance companies. From there, we zoom out. McNeill walks us through the systems he uses to build and scale companies. He explains how to question assumptions, including a case where his team reduces a 12-page car loan document down to a few sentences after realizing none of it is legally required. We also talk about speed. At Tesla, he learns to make decisions quickly, even without perfect information. He describes how faster decision-making compounds advantage over time. You hear a story from his early days working with Tesla, when he visits multiple stores, signs up for test drives, and never gets a follow-up. That leads him to identify thousands of missed sales opportunities sitting in the pipeline. The fix comes from focusing on the bottleneck, not adding more leads. McNeill also shares how he approaches negotiations at scale, including working with government officials in China and learning how incentives and systems shape outcomes. Throughout the conversation, he returns to a few core ideas: simplify the problem, identify the constraint, and move quickly once you have enough information to act. McNeill’s new book is The Algorithm: The Hypergrowth Formula That Transformed Tesla, Lululemon, General Motors, and SpaceX. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Jon McNeill, former Tesla President and former COO of Lyft (06:50) The "First Principles" Mindset (15:05) Managing Hyper-growth at Tesla Solving for "Pain Points" vs. Chasing Profit Autonomous Driving and Electric Vehicles Working with Visionary Founders Building a Culture of Innovation in any Organization Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 10 Apr 2026 - 1h 25min - 1245 - Q&A: Should I Quit My Job to Be a Stay-at-Home Dad
#704: How do you make smart financial decisions when you’re balancing debt, investing, and big life changes … all at the same time? Today, Brigham and his wife, ages 25 and 23, wonder: can they buy a $500,000 home AND still support a stay-at-home parent? Next, JVR asks how to balance high-interest credit card debt, student loans, and a large cash reserve while planning for a future home purchase in the Bay Area. Then we’ll hear back from Elizabeth, from Episode 611 (from just under 1 year ago), with an update and a follow-up question on how to approach real estate investing over the next five years when she’s unsure where she’ll ultimately settle. We’ll cover all of that in today’s Q&A episode. Resources: Elizabeth's (formerly Anonymous) original call: https://affordanything.com/episode611 Share this episode with a friend, colleagues, and your mailman: https://affordanything.com/episode704 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 07 Apr 2026 - 50min - 1244 - First Friday: Jobs Are Up. So Why Does the Economy Feel Worse?
#703: April’s jobs report comes in much stronger than expected, with 178,000 jobs added and unemployment ticking down to 4.3 percent. That headline deserves a closer look, especially when other labor data still points to a slower, lower-hiring environment.From there, we break down what the latest Fed decision means, why mortgage rates remain elevated, and how a sudden spike in oil and gas prices could affect inflation, consumer sentiment, and the broader economy. We also cover recent market volatility and why long-term investors may want to think differently about short-term swings. In the second half: News involving Vicki Robin that has rippled through the FIRE community, proposed changes could expand what 401(k) plans can hold, and major student loan developments — including the end of the SAVE plan and what borrowers should be watching next. Vicki Robin links: Paula’s Newsletter - https://ckarchive.com/b/0vuwh9h9e4289c7mggrmzhv8qo9rqhnh50v Vicki’s Substack - https://vickirobin.substack.com/p/abusers-and-the-women-who-love-them Afforder Community - affordanything.com/community Sources: https://www.advisorperspectives.com/dshort/updates/2026/03/31/jolts-report-job-openings-february-2026 https://www.challengergray.com/blog/challenger-report-march-cuts-rise-25-from-february-ai-leads-reasons https://www.dol.gov/newsroom/releases/ebsa/ebsa20260330 https://myeddebt.ed.gov Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) A busy start to April(01:03) Stronger than expected jobs report(06:06) A softer picture for job openings(07:13) Where layoffs are showing up(10:15) Why the Fed held rates steady(12:05) What’s keeping mortgage rates elevated(21:05) Why gas prices rose so quickly(27:28) How to think about market volatility(30:20) A proposed change for 401k plans(32:37) News from Vicki Robin(40:55) A shift in student loan management(42:37) What the end of SAVE means(45:16) Changes for Parent PLUS borrowers Share this episode with a friend, colleagues, and your airline gate agent: https://affordanything.com/episode703 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 03 Apr 2026 - 38min - 1243 - Q&A: Why 3 Years Is a Weird Timeline for Money
#702: Olivia is saving for a specific three-year goal and wants to know whether a money market fund is the right place to store that cash, or if a traditional savings account would be safer. Robert is planning to retire early in the next few years and is trying to decide whether to prioritize building taxable investments or continuing to grow Roth accounts. And finally, we’ll hear from a listener with nearly 30 years of experience in social work who wants to open an adult day center in a rural area where services for disabled adults are extremely limited—but isn’t sure whether to structure it as a nonprofit or a for-profit business. We’ll tackle all of that on today’s episode. Enjoy! Share this episode with a friend, colleagues, and Conan O'Brien: https://affordanything.com/episode702 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 31 Mar 2026 - 1h 01min - 1242 - What Retirement Planning Gets Wrong, with Jamie Hopkins
#701: Forget the idea that you need a magic number to retire. Jamie Hopkins is a certified financial planner, professor of taxation at the American College of Financial Services, director of the New York Life Center for Retirement Income, and Top 40 Under 40 financial services professionals from InvestmentNews. His take on retirement planning will make you rethink a few things. We start with the "no magic number" concept. Hopkins explains that fixating on a savings target - whether it's $1 million or $10 million - misses the point. What matters is what income you can generate relative to the lifestyle you want. And that lifestyle shifts. Research shows retirees often spend more than 100 percent of their pre-retirement income in the first few years, then gradually spend less as they age. From there, we get into sequence of returns risk, which Hopkins calls one of the biggest threats to any retirement plan. A market downturn in the first few years of retirement can be nearly impossible to recover from, since you're withdrawing money while your portfolio is declining. We also dig into the well-known "4 percent rule" - which Hopkins prefers to call a "4 percent finding" - and why it only holds up in certain historical contexts. The conversation also covers the topics people tend to avoid. "Silver divorce" - the spike in divorces among people over 60 - is happening at higher rates than most people realize, and it can gut a retirement plan that was built around shared costs and two incomes. We also discuss elder abuse, which Hopkins says is mostly committed by family members or trusted advisors, not strangers - and how AI-generated voice cloning is making financial scams harder to detect. Finally, we end on what Hopkins considers the most important, and most overlooked, element of a good retirement: community. He argues that retirement is actually an ideal time to intentionally rebuild your social circle, choose where you want to live, and figure out what you're retiring to - not just from. Hopkins holds a JD, MBA, LLM, CFP, RICP, CLU, and ChFC. Resources: Jamie’s Book: Your Retirement Sketchbook: 125 Retirement Planning Lessons from Financial Experts Share this episode with a friend, colleagues, and your frenemies: https://affordanything.com/episode701 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 27 Mar 2026 - 1h 29min - 1241 - Q&A: A $30K Promotion Near FI, Learning Put Options, and Scaling a 16-Unit Portfolio
#700: Today we’re tackling three different financial questions from our listeners. First, we’ll hear from Melanie, who is deciding whether to pursue a promotion that would increase her salary by $30,000 but may add more stress, even though she’s already close to financial independence. Next, Ami wants to learn how options trading works and is wondering how to find legitimate training without falling into expensive or questionable courses. And later in the episode, we’ll revisit Ben who called in six years ago asking how to grow from four rental units to twenty. Today he owns sixteen units and is deciding how to scale from here. We’ll tackle all of that on today’s episode #700!!! Resources: Interview with Rose Han: affordanything.com/episode652 Jeanne_Retired on TikTok (shared by Joe): https://www.tiktok.com/@jeanne_retired/video/7615363778938408223 Ben's original question on Episode 243: affordanything.com/episode243 Share this episode with a friend, colleagues, and your bank teller: https://affordanything.com/episode700 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 24 Mar 2026 - 1h 08min - 1240 - Nir Eyal: The Four Questions That Can Change Any Belief
#699: You've probably heard that mindset matters. But what does that actually mean, and is there science behind it? Nir Eyal, author of Beyond Belief, joins us to break down the research. Eyal, who writes about the intersection between psychology and technology and taught at Stanford Graduate School of Business, opens with a counterintuitive claim: Motivation has nothing to do with rewards, he says. All motivation, he argues, stems from the desire to escape discomfort. That means money management, time management, and weight management are all really just pain management. That reframe sets up a bigger argument about beliefs. Our brains can't process the roughly 11 million bits of information hitting them every second, so instead of seeing reality, we predict it - based on whatever we already believe. That's why two people can face the same circumstances and have completely different outcomes. We dig into why visualization often backfires. Research by psychologist Gabrielle Oettingen found that people who pictured their ideal outcomes became less likely to do the work to achieve them. Athletes don't visualize trophies - they visualize obstacles. Eyal calls the productive version "mental contrasting": imagining what's in your way and planning how you'll handle it. We also cover the difference between limiting beliefs and liberating ones, and walk through a four-question exercise called a "turnaround" - a technique from Byron Katie's inquiry-based stress reduction practice - that helps you examine a belief, test whether it's absolutely true, and consider alternative perspectives. On the topic of quitting versus persisting, Eyal lays out three criteria: Did you hit your checkpoint? Are you still learning? Does persistence actually change anything? If all three answers are no, quitting makes sense. We close on money prioritization. When the math can settle a financial question, run the numbers. When it can't, it becomes a values question - and Eyal defines values as "attributes of the person you want to become." Resources: Download the four question turnaround exercise developed by Byron Katie, for free, at https://affordanything.com/turnitaround Book: Beyond Belief: The Science-Backed Way to Stop Limiting Yourself and Achieve Breakthrough Results, by Nir Eyal Share this episode with a friend, colleagues, and your florist: https://affordanything.com/episode699 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 20 Mar 2026 - 59min - 1239 - Q&A: Should You Pause Retirement to Buy a Bigger Home?
#698: We explore financial decision-making at different stages of life: A high-earning federal couple debates whether to pause retirement contributions to accelerate a $200,000 down payment.A part-time healthcare provider seeks clarity on balancing a 401k and a traditional IRA.And a longtime listener asks a more personal question: Is there anything we’re still figuring out ourselves? We examine strategy, trade-offs, tax efficiency, housing decisions, and the long-term thinking that shapes financial outcomes. (01:36) Hannah and her husband are in their mid-30s with two young children, and are hoping to upgrade to a larger “forever home” in several years while keeping their current home as a rental. They’re deciding whether to temporarily reduce retirement contributions to speed up down payment savings and how a possible cross-country relocation might affect those plans. (37:15) Amelia is a part-time healthcare provider in New York who earns hourly income and wants to contribute to both her employer’s 401(k) and a traditional IRA. She’s trying to determine how much to contribute to the 401(k) from each paycheck while still maxing out her traditional IRA—keeping the overall approach simple and tax-efficient. (56:12) Lesley praises Paula and Joe’s thoughtful responses to callers and wonders whether they ever seek advice from their audience. After recently undergoing brain surgery that prompted deeper reflection, the listener asks if there is anything in Paula and Joe’s financial, personal, or professional lives where they would value collective wisdom from their community. Share this episode with a friend, colleagues, and your mailman: https://affordanything.com/episode698 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 17 Mar 2026 - 1h 19min - 1238 - Bill Gurley: The Biggest Career Regret Most People Have
#697: Most people regret the things they never tried. Venture capitalist Bill Gurley says that pattern shows up again and again in research on end-of-life regrets — including regret about the careers people never pursued. In this episode, Gurley joins us to talk about how people actually discover work they enjoy - and why the cliché to “follow your passion” sends people in the wrong direction. We start with a question many listeners wrestle with: what if you reach your forties or fifties and still do not know what you want to do? Gurley explains that career changes later in life remain possible. Financial flexibility helps. People who spend every dollar they earn limit their ability to shift paths. People who control their spending keep more options open. Gurley argues that “passion” often appears only after someone spends time exploring a field. A better starting point involves fascination - the subjects that pull your attention when nobody assigns the work. Gurley suggests paying attention to what you study in your free time. If you find yourself reading about a topic instead of watching Netflix, that curiosity may signal a possible career direction. We also discuss how most successful careers involve several stops along the way. Gurley studied hundreds of success stories and found that many people move through two or three roles before landing their long-term path. That pattern shows up across industries. Gurley began as a computer engineer working at Compaq. Even though he enjoyed the work, his curiosity shifted toward investing and business. He eventually left engineering, went to business school and started knocking on doors in New York until he landed a job as a Wall Street analyst. That path later led him to Silicon Valley and a 25-year career in venture capital. Throughout the conversation, we talk about continuous learning, side projects that expand career options and how curiosity often shapes a career more than long-term planning. Resources Mentioned: Runnin' Down a Dream by Bill Gurley - https://amzn.to/4loywlQ The Power of Regret by Daniel Pink - https://amzn.to/4sNwZbQ Designing Your Life by Dave Evans & Bill Burnett - https://amzn.to/47yfeov One Up on Wall Street by Peter Lynch - https://amzn.to/4ruPsIX Atomic Habits by James Clear - https://amzn.to/4bj3cjR Interview with James Clear - Afford Anything Episode #638 Interview with David Epstein - Afford Anything Episode #206 Share this episode with a friend, colleagues, and your postal person: https://affordanything.com/episode697 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 13 Mar 2026 - 1h 19min - 1237 - Q&A: Should Your Emergency Fund Be Invested?
#696: (01:50) Jeremy has been a careful budgeter for years, but a surprise car repair has him tapping his emergency fund. With rates falling, he’s wondering if cash is enough or if he should try bonds or a CD ladder to keep up with inflation. (22:22) A listener in Canada has a DIY portfolio but is tempted by Dimensional Funds, which requires a pricey advisor. At the same time, she’s thinking about leaving work and returning to school, but also wants to keep financially supporting her parents. (41:27) Anonymous is navigating the tricky waters of buying a new home while still living in their current one. He is considering a bridge loan to avoid a contingent offer, but he’s worried about the strict timeline and potential financial pitfalls. Is a bridge loan a smart move, or does the risk of being stuck outweigh the convenience? Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 10 Mar 2026 - 57min - 1236 - First Friday: Jobs Fell by 92,000. But the Economy Is Still Growing?
#695: The U.S. lost 92,000 jobs in February, pushing unemployment to 4.4 percent.That result contradicts a different report released two days earlier showing 63,000 jobs added, leaving economists trying to square the circle. Many agree that we're in a "low hire, low fire" jobs environment.We walk through several major economic stories using a three-layer framework: the household economy, markets and policy, and long-term forces shaping the future.First, the household layer. Hiring has become uneven across sectors. Health care and education previously drove much of the job growth, but layoffs in those areas now appear in the data.Job openings have also fallen to 6.54 million, the lowest level since the pandemic began. Workers are switching jobs less often, and the pay bump for job-hopping has shrunk.Mortgage rates recently crossed 6 percent, influenced in part by rising Treasury yields and concerns about inflation. Gas prices climbed about 26 cents per gallon in a week, partly due to tensions affecting oil shipments through the Strait of Hormuz, which normally carries about one-fifth of global oil supply.The episode also looks at household finances. Six percent of workers in Vanguard plans took hardship withdrawals from their 401(k)s in 2025, up from five percent the year before. That increase suggests some households are leaning on retirement savings to manage financial stress.At the end of the episode, economist Dr. Ben Zweig, CEO of Revelio Labs, joins us to unpack the conflicting employment reports and explain why the labor market may look weaker than expected. He also discusses why health care hiring may be slowing and how economists interpret mixed signals across multiple labor data sources. (0:00) February jobs shock(1:02) Three-layer economy framework(2:03) BLS job losses explained(3:12) ADP vs BLS data gap(4:30) Job openings decline(5:39) Layoffs and AI cuts(7:15) Mortgage rates near 6 percent(8:26) Gas price spike(10:02) Markets react to oil shock(16:00) Record 401k withdrawals(19:30) Asset owners vs nonowners gap(21:22) Supreme Court tariff ruling(23:31) AI costs collapse, usage surge(27:03) Fed reactions to jobs report(33:33) Economist Ben Zweig interview Share this episode with a friend, colleagues, and your job recruiter: https://affordanything.com/episode695 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 06 Mar 2026 - 40min - 1235 - Job Titles Don’t Mean What They Used To (And That Affects Your Pay) — with Dr. Ben Zweig (Part 2 of 2)
#694: There are about 90 million unique job titles in the U.S. labor market. Ninety million. If you are trying to negotiate a raise, switch companies or launch a side hustle, that number has consequences. If titles do not line up, you cannot easily compare pay, scope or seniority. You might be doing the same work as someone with a higher title and higher salary - and never see it. That problem is the focus of Part 2 of our conversation with Dr. Ben Zweig. Zweig is the CEO of Revelio Labs, a workforce data firm that analyzes millions of job postings and online profiles. He also teaches The Future of Work at NYU Stern School of Business and holds a PhD in economics from the CUNY Graduate Center. His work focuses on how jobs are structured and how they evolve. We talk about taxonomy - the systems used to categorize work. A title acts as shorthand for a bundle of tasks. Trouble starts when the shorthand breaks down. Two people with the same title may do very different work. Two people with different titles may perform nearly identical tasks. Zweig explains how large language models can group job descriptions based on actual responsibilities rather than labels. That approach could make it easier for workers to search accurately and for companies to organize teams. The conversation shifts to management. He argues that managers spend much of their time reconfiguring roles as business needs change. Technology accelerates that reconfiguration rather than replaces it. We close with stories about bank tellers and typists. Their titles remained familiar. Their tasks transformed over time. Resource: Job Architecture: Building a Language for Workforce Intelligence by Ben Zweig Share this episode with a friend, colleagues, and your bank teller: https://affordanything.com/episode694 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 03 Mar 2026 - 1h 07min - 1234 - AI, Layoffs, and the Future of Your Career — with Dr. Ben Zweig (Part 1 of 2)
#693: AI learns your job in weeks … and you start wondering if you still have one. That question shapes our conversation with Dr. Ben Zweig, CEO of Revelio Labs, a workforce data company that uses AI to build large employment databases and study labor market shifts. He also teaches a class on The Future of Work at NYU Stern School of Business. He holds a PhD in economics from CUNY Graduate Center. Dr. Zweig starts with the legend of John Henry, the steel driver who raced a steam drill and lost his life trying to prove that a human could still beat a machine. The story mirrors the Luddites, who smashed looms when automation threatened their work. The fear of technology replacing workers is a theme throughout history. It keeps repeating. And yet, this time it feels different. You hear how today’s panic fits into a longer pattern. Sixty percent of current jobs did not exist a century ago. Even jobs that kept the same name changed completely. Dr. Zweig describes his father tabulating punch cards as a statistician, while he now builds neural networks. Same field. Different tasks. We break down what a job actually means. A job is a bundle of tasks. You execute tasks, but you also orchestrate them – deciding order, workflow and coordination. AI tends to automate the most granular tasks first. Broader, abstract orchestration proves harder to replace. Dr. Zweig argues that “augmentation” often just means partial automation that frees you to focus on what remains. The discussion turns to empathy-driven roles, such as rabbis, psychologists, and teachers. Dr. Zweig cites traits such as empathy, presence, opinion, creativity and hope as distinctly human. He notes AI still struggles with memory and long-term relational trust. You also hear what this means if you are early in your career. Hiring has slowed. Entry-level roles appear more exposed to automation. Dr. Zweig says younger workers often lack orchestration experience and face a risk-averse market. He says that to be competitive in today’s job market, you should take ownership of complex projects from start to finish. Show people – through networking and demonstrated work – that you can manage more than just tasks . Resource: Job Architecture: Building a Language for Workforce Intelligence by Ben Zweig For more information, visit the full show notes at https://affordanything.com/episode693 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 27 Feb 2026 - 44min - 1233 - My Brother-in-Law Wants to Buy a Rental in Mexico. Good Idea?
#692: Anonymous (02:01) is excited about early retirement and family time but worried about his brother-in-law, who just returned from a vacation in Mexico with a bold plan: sell everything, move there, and buy an Airbnb to live in one unit and rent out the others. He wants to support him without watching him get in over his head. How can he navigate this tricky mix of family loyalty and financial risk? Maryanne (33:41) is retired and living on Social Security. Her IRA has doubled in value in the past year and a half, leaving her unsure whether to sell and live off interest or reinvest in ETFs. How do you manage sudden growth in retirement savings responsibly without taking unnecessary risks? Brandon (48:18) has rolled over two old 401(k)s into IRAs but just learned that 401(k)s are generally better protected from lawsuits than IRAs. Now he’s hesitant to roll over his latest 401(k) from his recent job. Is it ever worth keeping a 401(k) separate, or should all retirement accounts eventually be consolidated? *Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. Share this episode with a friend, colleagues, your Ron Weasley: https://affordanything.com/episode692 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 24 Feb 2026 - 55min - 1232 - Your IQ Won't Save Your Career. Your AQ Might. – with Liz Tran
#691: Your IQ used to be your biggest career asset. Then AI scored in the 99th percentile on the LSAT, the SAT, and the MCAT — and suddenly the cognitive skills that once set you apart became something anyone can access for free. Executive coach Liz Tran joins us to talk about what actually drives career success and earning power now. Her answer: AQ, or agility quotient — your capacity to handle change, learn new skills fast, and keep moving when your industry shifts beneath you. The personal finance implications are real. The average half-life of a technical skill is five years. In tech, it's closer to two. That means the expertise you spent years building — and the salary that came with it — can become obsolete faster than a mortgage term. Tran argues the people who protect their earning power long-term aren't necessarily the most credentialed. They're the ones who can unlearn old ways and adapt quickly. We walk through her four AQ archetypes — the neurosurgeon, the astronaut, the firefighter, and the novelist — each with a different default approach to change. Knowing your type helps you understand where you might freeze up during a career pivot, a market downturn, or a high-stakes financial decision. Tran points out that analysis paralysis, something many real estate investors and career changers know well, often comes down to archetype — and there are practical fixes. We also cover her ABCD framework — anchors, bets, classroom, and discomfort — which maps out how to stay functional and decisive during volatile periods. And we get into the six thinking hats theory, specifically how pairing black-hat (downside) thinking with green-hat (future-focused) thinking can sharpen any major financial or career decision. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro to AQ — agility quotient defined (03:19) IQ vs. EQ vs. AQ — how the three differ (04:09) Origins of IQ — born from industrialization (04:41) Birth of EQ — rise of the knowledge worker (05:01) Why AQ matters now — the tech revolution (06:19) AI and IQ — cognitive skills are now commoditized (07:51) Technical vs. durable skills — and why both matter (10:48) Half-life of skills — technical skills expire fast (13:41) Measuring durable skills — how to spot your gaps (15:59) The four AQ archetypes — neurosurgeon, astronaut, firefighter, novelist (25:08) Improving your weak spots — run toward discomfort (30:59) The ABCD framework — four pillars of high AQ (43:56) Anchors — people, places, routines that ground you (54:25) Six thinking hats — six ways to approach any problem (01:04:28) AQ is changeable — it's never too late to grow Share this episode with a friend, colleagues, and your postal person: https://affordanything.com/episode691 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 20 Feb 2026 - 1h 04min - 1231 - Q&A: Should My Teen Go to College?
#690: Blanca (01:28): Blanca, an immigrant mother raising a 14-year-old, wants her son to think critically about college—not just as an experience, but as a financial decision. With the rising cost of higher education, she’s wondering how families can assess whether an undergraduate or graduate program is likely to pay off over time. Brandon (30:05): Brandon in his forties, recently left full-time work to pursue per diem work and a side project. Planning to draw down his taxable brokerage account for supplemental income over the next 20 years, he’s wondering whether to continue reinvesting dividends or take them as cash for flexibility. Anon (40:15): Anon has been following Paula’s advice on financial advisors. They’ve heard her recommend fiduciaries and caution against the assets-under-management (AUM) model. They’re eager to understand the reasoning and want guidance on finding trustworthy advisors. Share this episode with a friend, colleagues, your Phlebotomists: https://affordanything.com/episode690 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 17 Feb 2026 - 1h 03min - 1230 - Your Brain Is Your Most Important Asset, with Dr. Majid Fotuhi, MD, PhD
#689: Most people think forgetting a name means their brain is failing. Dr. Majid Fotuhi, a neurologist who taught at Johns Hopkins and Harvard, sees thousands of patients convinced they have Alzheimer's – only to discover they're dealing with poor sleep or stress. Dr. Fotuhi joins us to break down the difference between cognitive decline, dementia and Alzheimer's disease. He explains why chronic stress physically shrinks your hippocampus — the thumb-sized memory center in your brain — and how twelve weeks of lifestyle changes reversed cognitive decline in 84 percent of his patients. We talk about the five hidden taxes draining your brain: sedentary lifestyle, poor sleep, junk food, chronic stress and mental laziness. Scrolling social media after work counts as mental laziness, even if your day job involves intense focus. Dr. Fotuhi offers a different framework: five pillars that compound over time. Exercise ranks first because it multiplies mitochondria in your brain cells, reduces inflammation and generates new neurons in your hippocampus. Walking 10,000 steps daily cuts Alzheimer's risk by 50 percent. Sleep comes second. Your brain rinses itself during deep sleep, flushing out amyloid — the core protein in Alzheimer's disease. One night of poor sleep increases amyloid in your brain. We cover nutrition (skip the junk food debate), mindset (heart rate variability breathing reduces Alzheimer's footprints) and brain training. Dr. Fotuhi memorizes 70 names in a single lecture and explains his technique for remembering credit card numbers using mental imagery. The conversation covers London taxi drivers who grew their hippocampus by memorizing 10,000 streets, why stress management beats supplements, and how Swedish students learning Arabic increased their brain volume in three months. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising segments. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Defining cognitive decline, dementia and Alzheimer's disease (05:19) Why cognitive issues don't always mean Alzheimer's (07:24) Thinking of your brain as an asset to manage (07:51) The five hidden taxes draining your brain (10:45) How poor sleep prevents brain rinsing and causes inflammation (14:20) Oral health and brain health connection (16:40) Brain plasticity and the Broca lobe (27:02) The five pillars of brain health (35:23) Cardiovascular fitness versus strength training for brain health (38:51) Sleep as the second pillar of brain health (48:05) When exercise beats sleep (51:33) Different types of intelligence beyond IQ tests (1:03:53) Reversing brain damage from decades of bad habits (1:10:25) Nutrition and avoiding junk food (1:25:09) Mindset and stress management as pillar four (1:33:35) Breathing exercises for stress reduction (1:39:24) Brain training as the fifth pillar (1:51:52) Memory techniques for names and numbers (2:02:46) Nootropics and supplements for brain health Share this episode with a friend, colleagues, your that person whose name you can't remember: https://affordanything.com/episode689 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 13 Feb 2026 - 1h 58min - 1229 - Q&A: I'm Burned Out But Not Quite Ready to Retire
#688: Anonymous: "Anonymous Sheryl" is 38, mortgage-free and exhausted after 15 years of teaching. She’s torn between pushing a few more years toward FIRE or switching to relief teaching now for better work-life balance. How do you trade speed to FIRE for sustainability without blowing up the plan? Anonymous : "Anonymous Ray" hired a bank portfolio manager but isn’t sure how to judge the results after just a few years. With mixed performance, dividend-heavy funds and higher fees, when is it fair to evaluate a manager — and would a simple index ETF outperform? Nathan: Nathan’s 14-year-old just earned his first W-2 income, and Nathan wants to jump-start his son’s investing journey with a Roth IRA. But with household income above the Roth limits, is there a legal way to make this work without sacrificing the child tax credit? Share this episode with a friend, colleagues, your substitute school teacher: https://affordanything.com/episode688 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 10 Feb 2026 - 45min - 1228 - First Friday: The Retirement Rules That Changed While You Weren't Looking
#687: Your tax refund might be $300 to $1,000 bigger this year, and that's just the beginning of what's changing with your money. The Tax Foundation estimates most Americans will see significantly larger refunds thanks to seven major tax cuts. The child tax credit increased by $200. The standard deduction jumped by $750 for individuals or $1,500 for couples. The state and local tax deduction cap now sits at $40,000. Seniors get an extra $6,000 deduction, and deductions for auto loan interest, tips, and overtime work all increased. Retirement accounts saw major changes too. Catch-up contributions for high earners now must go into Roth accounts, which pushed thousands of employers to add Roth options to their 401k plans between 2024 and 2026. Kevin Warsh, the new Fed chair nominee, thinks the Federal Reserve has been doing it all wrong. The former Fed governor and Wall Street banker believes the Fed focuses too much on backward-looking data and reacts too slowly. He wants strategic, forward-thinking policy instead of chasing lagging indicators. President Trump clarified he never asked Warsh to lower interest rates and wanted to "keep it pure." The labor market shows serious cracks. Job openings dropped by nearly one million year over year to 6.5 million. Unemployment claims jumped to 231,000 last week. January layoffs hit 108,435 people — up 118 percent from last year and the worst January since 2009 during the Great Recession. Big Tech continues its massive AI spending spree. Microsoft, Amazon, Google, Meta, and Oracle will collectively spend over $500 billion on AI infrastructure this year. Google's spending alone doubled from 2025, reaching up to $185 billion focused on data centers and Gemini development. Share this episode with a friend, colleagues, and your tax preparer: https://affordanything.com/episode687 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 06 Feb 2026 - 41min - 1227 - Q&A: Are AI Stocks About to Crater?
#686: Rachel: Rachel is new to investing and has noticed the stock market being dominated by AI companies. She wants to make sure her portfolio is balanced without overexposing herself.Should she rethink her index fund strategy to protect against a potential AI bubble? Sarah: Sarah just turned 65, owns her home outright, and has been relying on credit cards since losing her job last year. She’s weighing whether to claim Social Security now, pay off debt, remodel her home, or convert her traditional IRA to a Roth.How should she prioritize these major financial moves while balancing income, debt, and retirement accounts? Anonymous “Julie”: This listener is on COBRA after her spouse took a federal buyout and is exploring starting a small business with her two young kids to teach them entrepreneurship.Will employer-provided health insurance fade away, and how can she test business ideas before fully committing? Resources Mentioned: Books: So Good They Can't Ignore You by Cal Newport The E-Myth by Michael Gerber Traction by Gino Wickman The Lean Startup by Eric Ries Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 03 Feb 2026 - 1h 09min - 1226 - 10 Rules for Building a Portfolio That Actually Works for Your Life, with Cullen Roche
#685: You're not an investor. You're a saver. That's the first of 10 principles Cullen Roche shares in this conversation about building what he calls "the perfect portfolio." Roche, the founder and chief investment officer of Discipline Funds, argues that when you buy stocks on the secondary market, you're not actually funding companies or making investments in the traditional economic sense. You're just swapping your cash for someone else's stock position – reallocating your savings. This reframe matters because it changes your entire approach. Instead of trying to beat the market, you focus on the boring, prudent work of allocating your savings across different time horizons. We walk through all ten of Roche's principles. He explains why you are your portfolio's worst enemy – not just because fear makes you panic-sell during crashes, but because FOMO during bull markets leads you to chase performance at exactly the wrong time. He breaks down why diversification is the only free lunch in investing, why costs matter more than you think, and why real returns are the only ones that count after you strip out inflation, taxes, and fees. Roche introduces some concrete strategies most people have never heard of. The 351 exchange lets you swap concentrated stock positions into diversified ETFs without triggering immediate capital gains taxes. The "defined duration" approach matches specific pools of money to specific future expenses—like pairing a six-month treasury bill with next year's bathroom remodel. He also tackles the hardest allocation question: what to do with money earmarked for three to ten years from now. That awkward middle timeframe sits between "keep it in cash" and "put it in stocks," and Roche explains why traditional approaches like sixty-forty portfolios don't always work. The conversation covers everything from why long-term bonds make terrible matches for long-term goals to why thinking in time horizons beats thinking in investment styles. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Principle 1: you're a saver, not an investor (04:48) Real wealth comes from direct business ownership (06:43) Principle 2: you are your portfolio's worst enemy (09:58) FOMO during bull markets vs fear during crashes (12:43) Principle 3: beating the market is hard (15:18) The 5 percent "fun money" allocation debate (16:18) What to do when your position explodes (17:18) The 351 exchange tax strategy explained (20:28) Should you rebalance concentrated stock positions (22:18) Principle 4: diversification is the only free lunch (31:03) Gold and stock market both high simultaneously (35:43) When diversification becomes diworsification (40:03) Principle 5: the cost matters hypothesis (44:23) HSAs, 401ks and unavoidable fee structures (47:03) Why ETFs beat mutual funds on taxes (51:03) Principle 6: real, real returns matter most (1:00:58) Principle 7: risk is uncertainty of lifetime consumption (1:06:18) Longevity risk and unpredictable healthcare costs (1:13:03) Principle 8: asset allocation as temporal conundrum (1:24:43) The 3-10 year allocation problem explained (1:28:03) Principle 9: past performance doesn't predict future (1:31:18) Principle 10: set realistic expectations, stay the course Resources: Cullin's website and newsletter: https://disciplinefunds.com Grab the FREE handbook: https://affordanything.com/financialgoals Share this episode: https://affordanything.com/episode685 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Sat, 31 Jan 2026 - 1h 32min - 1225 - Why You Should “T-Bill and Chill” Instead of Using a Savings Account, with Cullen Roche
#684: Most people search for the perfect portfolio — the one allocation that works in every market, at every age, for every goal. This interview starts by explaining why that portfolio does not exist. We talk with Cullen Roche, founder and chief investment officer of Discipline Funds, about why copying someone else’s portfolio can backfire, and why portfolio design works better when it starts with your own constraints instead of rules of thumb. We walk through real portfolio models. The conversation begins with the classic 60-40 portfolio. You hear where it came from, how it held up during the Great Depression, and why it became so widely adopted. We also talk about its trade-offs — why it feels boring in strong markets and comforting in crashes, and how that emotional balance plays a role in investor behavior. Next, we shift to a Buffett-style portfolio. You hear why the takeaway is less about stock picking and more about structure. The discussion covers why Buffett keeps a small allocation to cash-like assets, how that “dry powder” functions during downturns, and why psychological stability matters as much as returns. The episode then turns to cash management. We talk about high-yield savings accounts, money market funds and Treasury bills. You hear how many cash products are built on T-bills, how banks capture part of the yield, and when managing cash directly may make sense. The concept of “T-bill and chill” comes up — along with when the extra effort may or may not be worth it. Finally, the conversation zooms out to time horizons. We discuss why income from a job functions like a bond allocation, how that changes risk capacity when you are younger, and why the early years of retirement carry the most danger. The episode closes by explaining sequence-of-returns risk and why portfolios need to work not just on paper, but in moments of fear. Resource: Cullin's website and newsletter: https://disciplinefunds.com Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro (02:00) No perfect portfolio (03:34) 60-40 portfolio starts (06:38) 60-40 keeps calm (08:00) Buffett portfolio basics (12:11) Stocks vs cash fear (13:34) T-Bill and Chill (18:22) TreasuryDirect is clunky (23:42) Income as bond proxy (25:33) Bond tent buffer (29:12) Sequence risk explained (31:42) Early retirement mindset (32:36) COVID panic calls (42:49) Three-fund portfolio basics (58:41) Get-rich-quick trap (1:18:21) Risk parity and All-Weather Share this episode with a friend, colleagues, your preferred financial advisor: https://affordanything.com/episode684 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 27 Jan 2026 - 1h 21min - 1224 - How to Teach Kids About Money, with Dr. Stephen Day
#683: Candy now — or a toy later? You slide play money across the table and let your kid choose. That moment kicks off this episode, where Dr. Stephen Day joins us to talk about building a “mini economy” at home. Dr. Day is the director of the Center for Economic Education at Virginia Commonwealth University. He also holds a PhD in social studies and economics curriculum and instruction. His work looks at how kids form money habits long before they deal with real paychecks, budgets, or credit cards. We break down how a mini economy actually works. Kids have job titles tied to age-appropriate chores. They earn play money. They spend it at a small household store set up on the kitchen table. The store might sell candy, small toys, or privileges like extra screen time. Parents set the prices. Kids decide whether to spend right away or save for something bigger. You hear how this plays out inside Day’s own house. A three-year-old takes on the role of “zookeeper,” feeding the cat and picking up stuffed animals. A seven-year-old creates a weekly plan that alternates spending and saving, using patterns she learns at school. A five-year-old chooses to donate part of his earnings instead of spending anything. The system stays the same. The choices vary by kid. The conversation moves through childhood stage by stage. Early years center on routine, structure, and basic trade-offs. Elementary school becomes the key period for practice, when habits and norms take shape. Middle and high school bring longer planning timelines, more independence, and deeper conversations about work, contribution, and goals. We also dig into questions parents ask all the time. Should kids get paid for chores, or should chores come with living in the house? Day explains how families can separate family work, paid jobs, and service work so kids understand why they are doing each task. Clear categories help avoid confusion about motivation and responsibility. Busy schedules come up, too. Sports practices, travel, school events, and late workdays often knock chore systems off track. Day explains how vague expectations create conflict and why job titles and defined duties bring structure even during chaotic weeks. Throughout the episode, the focus stays on practice, not lectures. Kids do not learn money by hearing explanations. They learn by earning, choosing, saving, spending, and living with trade-offs — all inside a system small enough to fit on a kitchen table. Resource: Book: How to Teach a Kid to Save https://amzn.to/4jVOtze EconEdLink, a CEE program https://econedlink.org Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro (02:00) Teaching kids money (03:59) Mini economy basics (06:20) Money skills by stages (10:41) Starting at age three (12:02) Cat job example (16:08) Goods versus privileges (17:27) Bugging versus choices (18:11) Paying for chores (20:22) Family job service (24:56) Busy weeks and chores (33:21) Low-consumption kid example (39:17) Shared jobs and teamwork (43:34) Exchange rate to dollars (1:00:28) Investing, 529, compound interest Share this episode with a friend, colleagues, your kid's teachers: https://affordanything.com/episode683 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 23 Jan 2026 - 1h 02min - 1223 - 52 Tiny Improvements in 2026 [GREATEST HITS]
#682: Grab the FREE handbook: affordanything.com/financialgoals For 76 years, the British cycling team lost — every season, without exception. Then they changed how they approached improvement, focusing on tiny gains instead of dramatic overhauls. In today's episode, we unpack how they became champions – and apply those same tactics to our financial life. This episode originally aired in January 2025. It was our most popular episode of the year on Spotify. You hear how the British cycling team used “aggregation of marginal gains” — tiny improvements like adjusting bike seats, improving sleep with custom mattresses, even repainting floors so dust was easier to spot. Those details seemed trivial on their own. Over time, they added up to Olympic gold medals and Tour de France wins. We apply the same logic to money. The episode lays out a full roadmap for the year, broken down by quarter. Early weeks focus on foundations. You start by writing a short financial motivation statement, calculating your net worth, choosing one metric to track, and creating a spending decision catchphrase that forces trade-offs into the open. Later weeks shift into action. You raise your savings rate by one percent at a time. You declutter physical items that cost money to store. You add a waiting period before purchases. You trim subscriptions, set up credit monitoring, commit to meal planning, and try a one-week spending fast to reset habits. As the year progresses, the tweaks move into optimization. You plan for irregular expenses, build buffers for price shocks, automate goals, check tire pressure to save on fuel, and calculate the real cost of transportation. You review investment fees, workplace benefits, insurance deductibles, and estate planning basics. Toward the end of the year, the focus turns to fine-tuning and reflection. You map out major expenses for the next five years, create rules for handling market volatility, repeat your most effective tweak, and close the year by reviewing progress and setting intentions for 2026. The episode frames the year as a steady climb. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. One week. One small move. No overhaul required. Just consistent attention, applied over time. (00:00) British cycling team wins after 76 years (02:07) Aggregation of marginal gains philosophy (04:02) 52 tweaks roadmap for 2026 (08:01) Week 1: Write financial motivation statement (09:32) Week 2: Calculate net worth (11:06) Week 3: Pick one metric to track (14:00) Week 4: Create spending decision catchphrase (21:34) Week 11: One-week spending fast (23:41) Week 12: Weather-strip home for efficiency (31:14) Week 14: Adjust thermostat one degree (39:30) Week 25: Learn obscure financial terminology (40:20) Week 26: Create price tracking system (43:22) Week 28: Check tire pressure (44:33) Week 31: Plan annual seasonal expenses (59:05) Week 40: Calculate transportation costs (01:01:09) Week 41: Map five-year big expenses (01:03:06) Week 42: Review investment expense ratios (01:07:10) Week 45: Run housing numbers (01:09:52) Week 49: Swap disposables for reusables (01:10:22) Week 50: Create market uncertainty plan (01:11:06) Week 51: Repeat favorite tweak (01:11:40) Week 52: Celebrate financial progress (01:12:03) Control inputs not outcomes (01:14:09) Download free guide https://affordanything.com/financialgoals Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 20 Jan 2026 - 1h 07min - 1222 - How NOT to Invest, with Barry Ritholtz
#681: Barry Ritholtz's mom sold real estate. Those dinner table conversations about mortgages helped him spot the 2008 crash before most of Wall Street did. Now he runs Ritholtz Wealth Management and joins us to explain why we're often our own worst investment enemy. He breaks investing mistakes into three categories: bad ideas, bad numbers, and bad behavior. Here's what stood out. Research shows just 2 percent of stocks create all the market's value. The other 98 percent? Pretty much worthless. Barry says 90 percent of everything is garbage — from science fiction to investment advice. Even experts have blind spots. Michael Jordan dominated basketball but couldn't make it in minor league baseball. The lesson? Being brilliant at one thing doesn't make you brilliant at everything. Those financial memes everyone shares? They're misleading. Take Kevin's Home Alone groceries — $20 in 1990, $75 today. Sounds terrible until you realize wages went up the same amount. We actually spend less of our income on food now. Or that scary stat about the dollar losing 96 percent of its value over 100 years. Barry asks: who buries cash for a century? His math: $1,000 buried in 1925 buys almost nothing today. Same $1,000 invested in stocks? It's worth $32 million. Markets don't die of old age. Alan Greenspan warned about "irrational exuberance" in 1996. The Nasdaq kept climbing another 431 percent over four years. Recessions need triggers. They don't show up on schedule like buses. Fear wrecks more portfolios than anything else. Barry quotes neurologist William Bernstein: "Control your amygdala or die poor." Our fight-or-flight response helped us escape predators. It doesn't help us navigate market crashes. Make your investment plan before crisis hits. As Barry says, reading emergency instructions while the engine falls off at 25,000 feet is too late. He's seen every crash since 1987. Markets drop 30 to 40 percent about once a decade. Accept it. Plan for it. Barry advocates for Roth conversions and something called the "Mega Roth." Pay taxes now, withdraw tax-free later. We know today's tax rates. Future rates are anyone's guess. His bottom line: humans are terrible at predicting the future. Build portfolios that can survive anything, because anything will happen. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro (02:00) How fear of mistakes can make investors too conservative (06:00) Bad ideas vs good ideas in investing (09:00) Process over outcome in decision making (15:00) Thinking probabilistically about market outcomes (20:00) Why recessions and bull markets don't follow calendars (26:00) AI's real capabilities vs hype (33:00) Different market commentator archetypes (41:00) Expertise doesn't transfer between domains (50:00) Misleading financial statistics everywhere (56:00) Managing emotions when markets crash (1:00:00) Creating an investment plan before crisis (1:05:00) Tax strategies and Roth conversions Share this episode with a friend, colleagues, and the person who shared that Home Alone grocery meme: https://affordanything.com/episode681 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 16 Jan 2026 - 1h 17min - 1221 - Q&A: I Want to Retire Early Without Selling My Stocks in a Crash
#680: Mia: Mia and her husband are planning early retirement and want to draw down their taxable brokerage accounts for the next decade. She’s considering a securities-backed line of credit to defer taxes during market downturns. Can a securities-backed line of credit smooth taxes in early retirement, or are there hidden risks? Jean: Jean, a freelance creator, wants to take a self-made sabbatical in three years and fund it without stress. She’s unsure whether to keep her savings in a high-yield account, a brokerage account, or split between the two. How should she balance growth and safety when saving for a short-term sabbatical? Jared: Jared has been reading about pensions and 401(k)s and sees pros and cons on both sides. He wants to know whether pensions really offer an advantage or if the nostalgia is misleading. Are pensions truly better than 401(k)s, or is the preference mostly sentimental? Resources Mentioned: affordanything.com/community affordanything.com/newsletter affordanything.com/financial-goals affordanything.com/your-next-raise quince.com/paula Share this episode with a friend, colleagues, your financial professional who helps you borrow against your securities: https://affordanything.com/episode680 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 13 Jan 2026 - 52min - 1220 - Why AI Taking Your Job Isn't the Real Problem, with Fmr. OpenAI Exec Zack Kass
#679: Will you still have a job in five years? Zack Kass, former OpenAI executive and 16-year AI veteran, joins us to tackle the question that keeps knowledge workers up at night. Most people worry about the economics — who can pay the bills if AI takes their job? Kass flips the question: What happens when work no longer defines who you are? He argues we're heading for an identity crisis bigger than any economic disruption. In this conversation, Kass explains why everyone wants everyone else's job automated (faster legal services, cheaper healthcare) but nobody wants their own work to disappear. He shares why some jobs will vanish while others explode in demand, and which professions might actually benefit from AI disruption. You'll discover why the real threat isn't job loss — it's that we've become addicted to our devices and forgotten how to live without constant work. Kass reveals how financial illiteracy keeps people trapped in debt cycles that AI could help break. He explains why housing, healthcare, and education costs stay high while everything else gets cheaper, and what might finally change that dynamic. The conversation explores what happens when AI makes basic needs affordable for everyone. Kass predicts some people will pursue passion projects, others will double down on work, and many will struggle to answer a simple question: What do you actually want to do with your day? We discuss practical realities like how a 53-year-old attorney might reinvent herself, why accountants face bigger challenges than lawyers, and which human skills will become more valuable as machines get smarter. Kass shares his theory about competing on kindness rather than intelligence when AI can outthink us all. This isn't another doom-and-gloom AI prediction. Kass makes a compelling case that automation could free us to rediscover community, creativity, and purpose … if we can get past our addiction to both work and screens long enough to imagine what that life looks like. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (0:00) Introduction (2:00) Zack's AI background at OpenAI (3:15) Will knowledge workers have jobs (4:52) Job automation is complex (7:53) Longshoremen strike over automation (9:06) Everyone wants others' jobs automated (10:14) Identity crisis bigger than economics (13:36) Lawyers might enjoy job loss (21:42) Societal thresholds stop automation (28:52) Bespoke services always find demand (41:34) AI won't replace human therapists (47:11) Dehumanization threatens physical connections (54:55) Financial illiteracy costs billions (1:03:21) Predatory lending traps explained (1:11:51) Housing healthcare education stay expensive (1:26:31) Screen time hides free time Resource: AffordAnything.com/financialgoals Share this episode with a friend, colleagues, the Permabulls and the Permabears: https://affordanything.com/episode679 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 09 Jan 2026 - 1h 29min - 1219 - Q&A: We Want to Save Senior Dogs … But Should We Sell Our Rental to Do It?
#678: Anonymous (01:52): "Victoria" is 51, single, and still enjoying their W2 job while building a side business from a passion hobby. They’re thinking about heavy Roth conversions, planning for retirement, and wondering how much traditional money to leave untouched. Should Alex prioritize tax efficiency, or focus on growth and flexibility? Anonymous (34:29): "Gwyneth" and her husband moved to the U.S. to start a sanctuary for senior dogs and cats. With $100,000 in debt soon paid off, two properties in hand, and a dream to buy land for their sanctuary, they’re torn: sell, refinance, or keep their rental property? What’s the best way to fund a long-term dream while building wealth? Soyman (53:28): Soyman is 25, saving aggressively, and planning to take all of 2027 off to go backpacking. They see a rare tax opportunity to convert nearly $30,000 to a Roth at a negative tax rate—but is the strategy worth the small cash buffer and other risks? Resource Mentioned: Interview with Charity: Water founder Scott Harrison Share this episode with a friend, colleagues, your veterinarian: https://affordanything.com/episode678 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 06 Jan 2026 - 1h 07min - 1218 - First Friday: What 2026 Means for Your Money
#677: Happy New Year! We're kicking off 2026 with a reality check on where your money stands right now. The Good News: Gas prices dropped below $3/gallon. Inflation cooled to 2.7%. The Fed cut rates again. GDP grew 4.3% (surprisingly strong). Gold hit $4,500 an ounce. And 19 states raised minimum wages. The Not-So-Good: Health insurance jumped 10-18%. Unemployment ticked up. Mortgage rates are stuck around 6.2%. And 80% of homeowners are unlikely to sell because they locked in rates below 6%. The Big Picture: The stock market is outperforming the economy. How It Affects You: I call it "millionaire malaise." Your 401k looks great. Your home equity is through the roof (no pun intended). If you bought before 2022, your assets look good on paper. Yet you're stressed out at the grocery store. Everything costs more – insurance, groceries, everything except gas. Jobs are stagnant. People are stuck. We're experiencing the difference between wealth and income. This is 2026: Wealthy on paper. Broke at the checkout line. Whether you're new to money management or a long-timer looking for clarity, this episode cuts through the noise to tell you what actually matters for your finances this year. Download the free resource: AffordAnything.com/financialgoals Timestamps Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (01:33) Warren Buffett's retirement (04:45) Unemployment at 4.6% in November (06:11) JOLTS data and November jobs data (08:04) Gold hitting record highs above $4,500/oz in December (11:26) US inflation at 2.7% in December (20:01) Commerce Department releases GDP numbers at 4.3% (23:08) Gas prices hitting record lows (25:20) Mortgage rates holding around 6.20% (30:26) Minimum wage increases in 19 states (32:23) Health insurance premiums up 10% (employer) and 18% (individual) (35:15) $12 billion USDA aid package for farmers (37:16) Workers over age 50 listing more disruptive tech skills on resumes (39:21) Consumer Sentiment rose in December Share this episode with a friend, colleagues, and cohorts: https://affordanything.com/episode677 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Sat, 03 Jan 2026 - 40min - 1217 - Q&A: Should You Keep Part of Your Money Outside the U.S.?
#676: Ally:How can I optimize my asset allocation and Roth contributions now that I’m over $1 million in assets? I’m 45, single, never married, with about $1.2 million in assets. Roughly $100,000 is in stocks, which might scare some people. Here’s my breakdown: Vanguard brokerage account: VTSAX $132,000, ISCV $5,000, VOO $5,000 Vanguard Rollover IRA: VTSAX $65,000, IVV $25,000, VOO $62,000 Vanguard Roth IRA: VTSAX $228,000, ISCV $6,000 Pre-tax 401(k): Active stock fund $218,000 (0.01% expense ratio), Equity dividend fund $55,000 (0.01% expense ratio) Russell 1000: $270,000 (0% expense ratio) HSA: $9,000 in the Russell 1000 and Russell 2000 ESPP: $90,000 Savings account: $12,000 I view my brokerage accounts as savings, where I can sell assets if I need cash, as well as sell my company shares. My questions: How far am I from the efficient frontier? How efficient is my asset allocation? I’ve mostly been a “VTSAX and chill” type. If I rebalance, what’s the best way to do it without incurring taxes? Next year, I’ll make more than $150,000, even after contributing $24,500 to my pre-tax 401(k) in 2026. Can I still do a backdoor Roth, given that I already have an IRA balance? I was told it could be complicated. Am I out of luck investing in a Roth next year? Also, should I roll over my 401(k) into my existing Rollover IRA to gain more investment options, even though the 401(k) fees are very low? I’ve reached over $1 million in assets, but I’m not confident my first million was invested efficiently. I want to correct it before reaching my next million. Emma: Can We Split a Dependent’s Tax Status Midyear to Maximize Health Insurance Subsidies? We’re a family of four with two adults and two children, ages 15 and 21. Our 21-year-old is a full-time university student and is expected to graduate in May 2026. The hope is that she’ll secure a full-time job after graduation. Our health care broker told us that we could claim her as a dependent for half of the year and then have her claim herself for the second half. According to the broker, this would allow her to stay on our health insurance and help us qualify for a larger premium subsidy. Is it actually possible to split a dependent’s tax status this way within a single year, or is this a misunderstanding? Anonymous: Is It Wise to Hold Some Investments Outside the U.S. for Geopolitical Diversification? I’ve always believed that “this time isn’t different,” but lately I’m feeling uneasy. I’m increasingly concerned about what seems like a slow erosion of institutional trust in the U.S., especially regarding agencies and structures that support our financial system. From leadership changes at key government institutions to growing political influence over economic policy, I’m starting to wonder if it’s prudent to hold a small portion of assets physically and legally outside the U.S. I’m not talking about exotic offshore schemes. I mean legitimate ways to invest in broad index funds or ETFs through a brokerage account based abroad—as a form of geopolitical diversification and personal contingency planning. I’d love to hear your perspective. Share this episode with a friend, colleagues, your brokerage rep: https://affordanything.com/episode676 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 30 Dec 2025 - 1h 05min - 1216 - [E] The Myths We Believed About Startups [GREATEST HITS]
#675: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today’s letter E stands for Entrepreneurship. This episode originally aired in September 2018, at a moment when startup culture was loud, venture capital was abundant, and entrepreneurship was often framed as something that involves outside investors and rapid growth. ____ In this episode, we rewind the clock to 2018. Remember what entrepreneurship was supposed to look like back then? Build a startup. Raise capital. Scale fast. Get rich. That was the dominant story. But our guest, Rand Fishkin, told a different story – a story about founder burnout, debt, and the downside of startup culture. Rand, the founder of Moz, shares how he and his mother accumulated nearly half a million dollars in debt while running an early services business. He talks about what it felt like to face creditors, negotiate settlements, and keep going under intense financial pressure. From there, we move into one of the most misunderstood ideas in entrepreneurship: the difference between service businesses and product businesses. Rand breaks down the trade-offs. Services generate income faster. Product businesses rely on outside capital. And founders often earn far less than people expect. That leads to a deeper conversation about incentives. Once venture capital enters the picture, priorities shift. Profits matter less. Growth matters more — and it affects both the business and your personal finances. High revenue does not automatically translate into personal wealth. We also talk about the side of entrepreneurship that rarely makes the highlight reels: Loneliness. Anxiety. Depression. And the relief that comes from realizing that even the most successful founders often feel lost while they’re building. This conversation feels less like startup advice and more like a long-term framework for thinking clearly about risk, money, and meaning. If you’ve ever questioned whether entrepreneurship automatically leads to financial freedom, this episode offers a grounded and very honest answer. Timestamps Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Facing creditors and repayment negotiations (08:50) How a services business really works (11:40) From consulting to software (15:00) Services vs. product businesses (12:20) Why high revenue doesn’t mean personal wealth (25:05) Venture capital incentives (27:50) Founder salaries and financial reality (30:40) Startup mythology vs. lived experience (33:20) Loneliness and mental health (36:15) Founder strengths and weaknesses (39:50) Feedback and self-awareness (42:30) Designing a business that fits your life Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 26 Dec 2025 - 44min - 1215 - [R] Remember When Inflation Was High and Rates Were Rising? [GREATEST HITS]
#674: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter R stands for Real Estate. This episode originally aired in May 2022, but the insights on long-distance investing remain just as relevant for anyone feeling priced out of their local market. We tackle the five biggest challenges of investing far from home – from fear of the unknown to managing contractors remotely – and reveal four compelling benefits that make it worth the effort, especially when you're competing in markets where million-dollar properties are the norm. ________ Remember when inflation was high and rates were rising? What were people saying about real estate back then? And with the benefit of hindsight, how much of what we thought at the time proved to be correct? If you feel unsettled, join the club. At this present moment – December 2025 – interest rates are falling, but not enough. Inflation is mostly under control, but not enough. The noise makes everything feel new. When you only see the present moment, everything looks obvious. When you remember the past, patterns start to show. That's why we’re rewinding the clock back to May 2022 – when interest rates were rising and inflation was near its peak. So what was on our mind three years ago? We start with the basics. Why the Federal Reserve raises rates. What higher borrowing costs do to spending. Why falling stock prices often reflect fear – not proof that housing prices must fall next. We explain the difference between recession and deflation, and why the two are often confused. We walk through what made the housing market in 2022 different from 2008. Inventory was tight. Builders had not overbuilt. Many homeowners held fixed-rate mortgages and record levels of equity. Those conditions mattered then. They still matter now. That equity becomes the next focus. We talk about cash-out refinances, HELOCs, and reverse mortgages – and what happens when homeowners borrow against rising values. You hear how higher rates can slow borrowing, why that matters for inflation, and what risks appear if some borrowers struggle to repay. From there, we outline four ways investors might encounter properties if foreclosures rise: bank-owned homes, short sales, “subject to” deals, and wraparound mortgages. The episode then shifts to long-distance real estate investing. You hear the real challenges. Fear of the unknown. Managing people you cannot see. Contractors who disappear. Agents who stop returning calls. You also hear what makes distance workable: education, relationships, local investor networks. We walk through how investors think when conditions feel unstable — and why looking backward sharpens how you see what comes next. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (0:00) Trade-offs and priorities (07:41) Fed hikes rates (09:16) Inflation drivers explained (11:26) Recession vs housing (13:21) Home equity surge (15:21) Borrowing against equity (17:11) Foreclosures and options (18:26) Subject-to and wraps (21:11) Shift to distance investing (25:31) Education and networks (31:36) Choosing markets (36:11) Accountability challenges Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Thu, 25 Dec 2025 - 1h 15min - 1214 - [I] Why Young Investors Focus on the Wrong Things [GREATEST HITS]
#673: Welcome to Greatest Hits Week – five days, five episodes from our vault, spelling out F-I-I-R-E. Today's second letter I stands for Investing. This episode originally aired in April 2022, but the framework remains one of the most practical guides we've shared for building wealth at any age. Nick Maggiulli joins us to reveal why most young investors obsess over the wrong metrics — and shares his Save-Invest Continuum that shows exactly when your savings beat your investment returns, and when that changes. _____ When Nick Maggiulli was in his twenties, he spent countless hours obsessing over his investment portfolio – tweaking his asset allocation, running net worth projections, and building complex spreadsheets. Meanwhile, he was blowing $100 every weekend partying in San Francisco. It took him years to realize the absurdity. His annual investment returns on his tiny $1,000 portfolio might earn him $100 – the same amount he'd spend in a single night out. Maggiulli joins us to explain why young investors focus on the wrong things and shares his framework for knowing when to prioritize saving versus investing. He introduces the Save-Invest Continuum, which compares your expected annual savings against your expected investment returns. When you're starting out, your ability to save dwarfs any investment gains. A $6,000 annual savings capacity beats a $100 investment return every time. We discuss the math behind saving 50 percent of future raises, not for guilt or deprivation, but to maintain lifestyle balance while building wealth. This rule applies only to real raises above inflation. If you get a 3 percent raise during 3 percent inflation, you haven't actually gotten ahead. The conversation turns to unconventional income-producing assets. Beyond stocks and bonds, Maggiulli explores farmland investing, which offers returns uncorrelated with traditional markets. He shares the story of someone who bought the royalty rights to Jay-Z and Alicia Keys' "Empire State of Mind" for $190,000. The song earned $32,733 in royalties the previous year — an 11 percent return if that income stays constant. We examine why 85 to 90 percent of your portfolio should generate income through dividends, rent, interest, or business profits. Maggiulli keeps his speculative investments — cryptocurrency, art, and individual stocks — under 10 percent of his net worth. He admits his two individual stock picks are down 60 to 70 percent, proving his own point about avoiding stock picking. The episode reveals that time remains your most important asset. Warren Buffett would likely trade his entire fortune — and go into debt — to be 35 again. This perspective shapes every financial decision, from choosing income strategies to deciding between assets that merely appreciate versus those that pay you while you sleep. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Nick's mistake of obsessing over investments while partying away returns (05:31) The Save-Invest Continuum explained (08:11) When savings matter more than investment returns (12:31) Focusing on both saving and investing in midlife (13:11) Crossover point: when investment returns exceed spending (14:11) The 2X Rule for guilt-free spending (15:31) Save 50 percent of future raises (20:41) Five ways to increase income (26:31) Selling time versus selling skills (28:11) Teaching and creating products for income (30:11) Climbing the corporate ladder (31:11) Converting human capital to financial capital (32:31) Income-producing versus speculative assets (36:11) Individual stocks and cryptocurrency allocation (43:51) Farmland investing basics (45:31) Royalty investing example (49:31) Art and non-income producing assets (51:11) Inflation and debt strategies Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Wed, 24 Dec 2025 - 45min - 1213 - [I] The Hidden Information That's Costing You Money [GREATEST HITS]
#672: Welcome to Greatest Hits Week — five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter I stands for Increasing Your Income. This episode originally aired in August 2024, but the strategies are more essential than ever. Jeff Wetzler, Ed.D., reveals why the people around us withhold crucial information — and how asking better questions can transform your negotiations and net worth. __________ You've mastered the art of asking for what you want — or have you? Jeff Wetzler, Ed.D., a former education executive, joins us to reveal why most of us fail to extract crucial information from the people around us. Think about it: when was the last time someone told you what they really thought about your work? Or shared that game-changing idea they'd been sitting on? Wetzler discovered four categories of information people routinely withhold — and the cost runs deeper than you might expect. We explore why people stay silent about their struggles, unpopular opinions, observations about us, and innovative ideas. The reasons range from fear to simple exhaustion, but one stands out: they don't think we want to know. Here's a startling example from Harvard Business School research: investigators planted smudges on their faces and surveyed people. Less than three percent told them about the mark that they could wipe off in one second. But when asked later, 100 percent had noticed it. If people won't share something that simple, what else are they keeping from us? Wetzler shares his Ask Approach — five steps that unlock hidden information in any negotiation or relationship. We walk through real scenarios, from salary negotiations to buying cars, showing how curiosity beats strategy every time. One mechanic story drives this home. Facing a $2,000 air conditioning repair, Wetzler asked one question: "Do you have any other creative ideas?" The mechanic paused, then offered a $75 solution that worked perfectly. That five-second question saved $1,925. We discuss practical listening techniques, including the "doorknob moment" — why therapists know the most important information comes at minute 49 of a 50-minute session. Wetzler explains why our minds process 900 words per minute while our mouths manage only 125, creating a massive information gap. The conversation includes AI's surprising role in sharpening these skills, helping us frame conversations into content, emotion, and action. Wetzler demonstrates how technology can enhance rather than replace our uniquely human ability to connect and learn from each other. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) What's at stake in asking better questions (02:33) Four categories of information people withhold (06:33) The smudge experiment reveals our silence (09:13) Why people don't tell us what they think (12:53) The Ask Approach begins with curiosity (14:48) Making it safe for truth-telling (18:53) CEOs share how to get honest feedback (22:13) Posing quality questions vs crummy questions (30:58) Listening across three channels (34:28) The doorknob moment phenomenon (37:43) How to listen better in negotiations (42:13) Reflect and reconnect strategies (44:53) Applying the Ask Approach to car buying (51:33) Working through a complete negotiation (01:02:13) Using AI to sharpen your asking skills (01:06:13) Why this approach is learnable Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 23 Dec 2025 - 1h 01min - 1212 - [F] Why Your Brain Sabotages Your Money [GREATEST HITS]
#671: Welcome to Greatest Hits Week — five days, five episodes from our vault, spelling out F-I-I-R-E. Today's letter F stands for Financial Psychology. And we're diving deep with a conversation that changed how thousands of our listeners think about money. This episode originally aired in November 2022, but the insights feel more relevant than ever. Dr. Daniel Crosby reveals why your brain is your portfolio's worst enemy — and what you can do about it. ______ Money is the number one stressor in American lives. Every single year. Without exception. That's what Dr. Daniel Crosby discovered when he looked at decades of research from the American Psychological Association. In this rerun episode from our Greatest Hits Vault, Crosby joins us to reveal why your brain sabotages your investment decisions. He's both a clinical psychologist and behavioral finance expert. His findings will change how you think about money. Your body hijacks your financial judgment in strange ways. For example: People who need to pee become more risk-averse investors. It's called inhibitory spillover. When you're controlling your bladder, you also restrict your financial decisions. Here's another one: judges give harsher sentences when they're hungry. Thousands of court decisions prove it. The best predictor of whether you get jail time? When the judge last ate. We explore four behavioral risks that destroy wealth: ego, conservatism, attention, and emotion. Crosby shares data that stock pickers rarely hear: 74 percent of individual stocks have a lifetime expected return of zero. Three out of four companies eventually go bankrupt. Yet people keep betting on single stocks, dreaming they'll find the next Apple. Value investors suffer from depression and social isolation. Why? Because contrarian investing fights our deepest evolutionary wiring. Humans survived through cooperation. It's literally our only advantage over other animals. Bears have claws. Turtles have shells. We have teamwork. Crosby shares the Ash experiment, which shows how peer pressure warps reality. When nine people give the wrong answer about line lengths, three-quarters of participants follow along. New brain scans reveal something darker: social pressure physically changes how people see the lines. Their perception actually shifts. We discuss solutions through Crosby's "three E's": education, environment, and encouragement. Reading about biases won't fix them. You need systems and people. One powerful study: people who saw their children's photo for five seconds before banking saved twice as much money. The conversation reveals that money problems don't disappear with wealth. They just change form. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Finance as America's top stressor (02:33) Psychology moving from brokenness to wellness (04:33) Money touches every part of life (07:33) Income plateaus and happiness (10:13) How hunger affects financial decisions (13:38) We're wired wrong for investing (17:28) Laziness and cognitive shortcuts (23:43) Cooperation as human survival trait (26:43) Four behavioral risks (32:13) Ego and overconfidence (37:48) Conservatism and familiarity bias (46:38) Three E's of behavior change (50:23) Attention risk and probability (54:48) Emotion derails decisions (58:28) When fear helps versus hurts Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Mon, 22 Dec 2025 - 43min - 1211 - Are Credit Card Rewards Really Worth It in 2026?
#670: As we close out 2025, premium credit cards are more expensive and more complicated than ever. It’s fair to ask whether the points game is still worth the effort. We sit down with Chris Hutchins, host of All the Hacks, to talk about what’s changed in credit card rewards, and how to decide whether to stick with travel points, switch to cash back, or run a hybrid strategy that keeps your life simple. We dig into the “value” problem behind all those new credits and perks. Instead of letting a card dictate our spending, we walk through how to price credits based on what we would genuinely pay for them, and when it’s smarter to downgrade, negotiate a retention offer, or product change and keep your credit history intact. We also get tactical about booking travel in 2026: newer award search tools, how much flexibility matters, and a sneaky alternative most people forget, sometimes you can buy points directly and still get a strong deal without years of “earning.” If you want to earn more points (or waste less time chasing them), this conversation will help you reset your credit card strategy for 2026 with a clearer definition of what “worth it” even means. Key Takeaways “Credits” are not value unless we were already going to buy the thing, and we’d happily pay close to face value for that discount The points game is still powerful, but mostly through welcome offers, not micro-optimizing bonus categories Flexibility is the hidden lever in award travel, the best deals often show up when we loosen the date, airport, or destination constraints Cash back is having a moment, especially if we want simplicity and fewer mental tabs open. Before canceling a fee card, we can often negotiate, downgrade, or product change and keep the credit history we’ve built Sometimes the best move is to stop “maximizing,” take the trip, and protect our time for higher-impact work (or actual rest) Resources and Links Chris Hutchins, All the Hacks (https://www.chrishutchins.com) Our deep dive on credit reports and scores, Episode 221 YouTube video mentioned on why airline loyalty programs can be worth more than the airlines themselves FlyFlat.com Seats.Aero Point.me Rome Travel AwardTool.com PointsYeah.com Daydream Explorer Chapters Note: Timestamps are approximate and may vary greatly across listening platforms due to dynamically inserted ads. (01:22) The 2025 reset for premium credit cards (06:18) How the points game actually works in 2025 (10:29) Rethinking economy flights versus business class (16:37) Managing credit cards during major life transitions (23:57) Simplicity versus optimization in the points ecosystem (36:45) Luxury perks, rising fees, and who premium cards serve (43:34) Buying points directly instead of playing the game (58:44) Using AI and systems to build better money habits Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 19 Dec 2025 - 58min - 1210 - 44 Years Old, $2 Million Saved – Why They're Still Hesitant to Downshift
#669: Slade (01:43) - Slade, 44, and his wife plan to downshift careers in the next five to seven years while raising their 11-year-old daughter. They want to know how to reallocate their $685K brokerage account and plan withdrawals to make the transition financially smooth. David (21:50) - David has a high school senior and is deciding how to pay for college. Should he tap the $60K 529 plan now or the $200K 457(b) from his wife’s former employer to maximize tax efficiency and preserve future growth? Graham (37:52) - Graham loved the episode on holding bonds in a taxable account, but he’s curious about a tax-efficient twist. Can an asset swap strategy let you rebalance and pull cash without triggering capital gains? Share this episode with a friend, colleagues, and your family at the holiday part: https://affordanything.com/episode669 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Tue, 16 Dec 2025 - 53min - 1209 - Why Taking a Year Off Might Be Your Smartest Money Move, with David Bach
#668: We’re joined in-studio by David Bach, bestselling author of The Automatic Millionaire and The Latte Factor. He’s updated his most popular book (over two million copies sold) and this is his last big launch as he heads into retirement. Together, we wrestle with a problem our listeners know well: what happens when you’ve built the habit of saving, investing, optimizing … and then feel weirdly unable to spend. We talk about mini-retirements, the psychology of “spend and enjoy,” and why waiting to touch retirement money can be its own kind of risk. Key Takeaways Think about retirement as a series of deliberate mini-retirements, not one finish line you might reach with less energy than you expected. If you’re a dedicated saver, build a plan for the “spend and enjoy” phase so you do not accidentally optimize away the years you wanted freedom for. Run the numbers on “small” spending habits, not to guilt yourself, but to see which choices actually buy future optionality. Treat withdrawals, benefits, and deadlines as part of the strategy, not a paperwork problem you’ll deal with later. If your finances feel out of reach, anchor yourself with a simple projection and one automated action, momentum beats motivation. Resources and Links David Bach’s website: http://davidbach.com/ David Bach’s books The Automatic Millionaire (updated edition) The Latte Factor Smart Women Finish Rich Chapters Note: Timestamps are approximate and may vary greatly across listening platforms due to dynamically inserted ads. (0:00) Introducing David Bach (4:50) Radical sabbaticals, Florence and rethinking retirement (9:10) Health scares, widowhood stats and enjoying life earlier (11:00) Updating The Automatic Millionaire for 24 million millionaires (15:30) Social Security strategy, RMD parties and claiming earlier (31:30) The latte factor, avocado toast and $10 dollar decisions (33:00) How $10 a day turns into $678,000 (34:20) Oprah behind the scenes, bricks of cash and an audience gasp (47:10) Tiffany Aliche, $75,000 dollars of debt and other success stories (54:25) A $53,000 income couple who retired as multimillionaires (1:25:40) Careers in advising, hiring trends and women advisors (1:28:37) Social Security taxes, new ideas and an eight year tax window (1:41:27) Remembering the “why,” values based choices and using money well Share this episode with a friend, colleagues, and the "automatitions" in your life: https://affordanything.com/episode668 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 12 Dec 2025 - 1h 50min - 1208 - Should You Ever Get a 50 Year Mortgage? — with Dr. Karsten Jeske
#667: Home prices have outpaced wages for more than a decade, and first-time buyers are stretching further every year. Now a new idea is entering the conversation, the 50-year mortgage. It promises lower monthly payments, yet it reshapes everything from equity growth to long-term risk. In this episode we sit down with Karsten Jeske, PhD, CFA from Early Retirement Now, a former Federal Reserve economist known for forensic financial modeling. Together we walk through when a 50-year mortgage might make sense, when it clearly does not, and why the math is rarely as simple as “higher payment versus lower payment.” We also dig into how ultra-long mortgages could push home prices even higher, and what this means for today’s buyers and tomorrow’s retirees. If you’ve wondered whether extended loan terms offer real affordability or just disguise the cost, this conversation gives you a clearer lens. Key Takeaways Why stretching to a 50-year mortgage can look affordable on paper yet leave you with far slower equity growth in the years that matter most. The few cases where a longer mortgage term can support a deliberate strategy, such as freeing cash flow to invest, and why this only works for certain borrowers. How inflation, appreciation, and opportunity cost change the “true” math behind 30-year versus 50-year loans. Why ultra-long mortgages may raise home prices more than they help buyers and what this means for generational wealth. How late-life mortgage decisions, downsizing, and step-up in basis reshape your legacy far more than the length of the loan itself. Resources and Links Early Retirement Now blog, Karsten’s research and mortgage modeling. Chapters Note: Timestamps are approximate and may vary greatly across listening platforms due to dynamically inserted ads. (00:00) 50-year mortgage debate begins (02:52) Karsten says it expands options for sophisticated investors (05:42) Paula focuses on owner-occupants who can't afford houses (11:03) Equity difference: $80K vs $20K after 10 years (18:26) Lower payments could fund other investments (25:17) Lenders package mortgages for institutional investors (29:18) US doesn't issue 100-year bonds despite stability (34:00) Small term premiums create huge returns (43:31) Paying more interest isn't automatically bad (48:08) First-time buyers now average age 40 (56:08) Geographic arbitrage enables mortgage payoff (01:00:20) 50-year mortgages could inflate home prices (01:04:51) Supply constraints drive housing affordability crisis (01:07:29) Fed might pause rate cuts in December Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Wed, 10 Dec 2025 - 1h 01min - 1207 - First Friday: The Strange Economics of Feeling Poor While Spending More Description:
#666: In this First Friday economic update, we explore the paradox defining our current economy: record-breaking retail numbers alongside plummeting consumer confidence. In this First Friday economic update, we explore the paradox defining our current economy: we're spending more than ever, while feeling worse about money than we have in years. The Bureau of Labor Statistics hasn't released jobs data for two consecutive months. The Federal Reserve must make a critical interest rate decision flying blind. Meanwhile, private sector data reveals troubling trends. Small businesses are hemorrhaging jobs while discount chains like Dollar General see their stock prices soar 44%. Americans are spending differently this holiday season. They're shopping earlier, using AI to find deals, and turning to buy-now-pay-later options. Households are spending less than last year, yet total spending increases because more people are participating. This K-shaped recovery benefits luxury retailers and bargain stores while crushing the middle market. We also cover essential year-end financial moves. From maximizing retirement contributions to tax-loss harvesting strategies, we help you navigate your personal finances amid economic uncertainty. The disconnect between what the numbers say – and how people feel – reveals deeper truths about an economy that's technically growing while leaving many behind. Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (0:00) Spotify Wrapped and podcast listener data (2:05) Jobs report missing, BLS delays (5:01) ADP shows 32,000 job losses (8:00) Youth unemployment over 10% (10:32) Fed meeting without data (12:24) Mortgage rates might drop below 6% (20:06) Holiday spending hits $1 trillion (23:43) Consumers spend less individually (26:36) Discount stores outperform market (28:29) Shopping starts in October now (30:22) AI helps holiday shopping (36:09) Giving Tuesday up 11% (38:28) Year-end money moves (45:00) Charity and gift tax limits Share this episode with a friend, colleagues, and your family: https://affordanything.com/episode666 Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Fri, 05 Dec 2025 - 41min
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