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Wes Moss is on a mission: help at least 1 million Americans of any age retire sooner and find joy along the way. A seasoned finance professional, best-selling author, broadcaster, and teacher, Wes has done extensive research on the habits of the happiest retirees. On this podcast, Wes shares key lifestyle and money habits you can implement now to prepare for a secure future while not depriving yourself of happiness in the present. In addition to leveraging his 20+ years of knowledge as an investment advisor, Wes brings in guests and specialists to teach you how to set and work towards your financial and lifestyle objectives. Refreshingly-free of mind-numbing financial jargon and unrealistic money goals, Retire Sooner with Wes Moss gives listeners the tools on how to retire sooner in the real world.
- 951 - Are Retirees Underspending? Pensions, Trump Accounts, and Aging Alone
Could you be spending more in retirement than you think? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase dig into new research on retiree spending, a possible comeback for pensions, and a wide-ranging batch of listener questions about saving, investing, and planning for the future. · Explore research suggesting many retirees may underspend, and why money that arrives as an income stream may feel easier to spend than money pulled from savings. · Climb the "yield ladder" and see how dividends and interest from different types of investments may factor into retirement income. · Examine why more employers seem to be offering pensions again, and how cash balance plans may differ from traditional pensions. · Unpack where extra cash flow may go once the mortgage is paid off, from Roth 401(k) catch-up contributions to brokerage accounts. · Learn when a 529 plan may be "enough," and how Trump accounts and future Roth conversions may fit into a child's long-term savings. · Review how withdrawals from a 403(b) with both pretax and Roth money may be taxed. · Compare investing a lump sum all at once versus dollar-cost averaging over time. · Follow how the U.S. government and Federal Reserve may add money to the system, and what that may have meant for post-COVID inflation. · Discover options for people aging alone, including financial powers of attorney, professional fiduciaries, and trust companies. From Jean Chatzky’s new book on retiree spending and pensions to 529s, Roth conversions, and estate planning, Wes and Christa take on some of the money questions many listeners may be facing. Listen and subscribe to the Retire Sooner Podcast for more educational conversations about retirement planning, investing, and financial independence. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 01 Oct 2026 - 950 - Beyond the Numbers: Retirement Happiness, Housing, Pensions, and 401(k)s
Retirement planning is often about more than reaching a number; it’s also about what life looks like once you get there. On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase explore the financial decisions, relationships, and sense of purpose that may factor into retirement life. Explore research on retirement happiness and the factors often associated with well-being as we age. Examine sobering trends involving suicide, overdose deaths, and social isolation among older Americans. Discover how purpose, community, and meaningful connections may relate to retirement well-being. Consider the “friendship recession” and what shrinking social circles may mean for life after work. Start meaningful conversations with loved ones about some of the tougher realities of aging and retirement. Compare the financial considerations of upsizing in retirement versus staying put. Weigh renting versus buying and the financial trade-offs that may come with each option. Review concentrated stock positions, step-up in basis, capital gains, and inheritance considerations. Clarify factors to consider when consolidating multiple 401(k) accounts after changing jobs. Evaluate pension lump sums versus monthly payments, including the 6% test as one way to compare the options. Explore factors to consider when deciding whether to invest HSA assets for potential long-term healthcare expenses. Balance retirement account contributions against the financial trade-offs of paying down a mortgage. Compare target-date funds with customized portfolios during the retirement accumulation and distribution phases. Read Wes’s new book, The Retire Sooner Method, and explore the research behind the financial and lifestyle characteristics often associated with a happier retirement. Listen and subscribe to the Retire Sooner Podcast for an engaging, educational conversation about retirement planning, financial independence, and life beyond the paycheck. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 24 Sep 2026 - 949 - Coast FI, Everyday Millionaires, and Retirement Money Decisions
What might everyday millionaires, Coast FI, and skilled trades teach us about building wealth and planning for retirement? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase explore the money decisions, tradeoffs, and strategies that may help shape the road to financial independence. · Discover how “everywhere millionaires” are building wealth through hands-on businesses far beyond the Silicon Valley spotlight. · Explore the appeal of Coast FI and why life’s financial curveballs may complicate even a carefully designed plan. · Examine how skilled trades such as plumbing and electrical work may fit into the conversation around careers, income, and wealth building. · Assess how risk tolerance, time horizon, and market swings may help shape a retirement investment mix. · Consider how young, high-earning professionals might weigh taxes, student loans, and workplace retirement plansas their incomes grow. · Compare lump-sum and monthly pension options while factoring in inflation, COLAs, longevity, and income needs. · Evaluate securities-backed lines of credit, including their potential benefits and risks, and how they differ from traditional mortgages. · Learn how realizing investment gains may affect reportable income and eligibility for ACA health insurance subsidies. · Understand the tax and eligibility considerations surrounding custodial accounts and Roth IRAs for young adults. · Explore Wes’s new book, The Retire Sooner Method, and the research behind his approach to the financial and lifestyle characteristics associated with a happier retirement. Listen and subscribe to the Retire Sooner Podcast for more conversations about retirement planning, investing, financial independence, building wealth, and the financial and lifestyle decisions that may come into play on the road to financial independence. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 17 Sep 2026 - 948 - Forget the K-Shaped Economy: The E-Shaped Economy, AI, and Retirement Planning
Is the economy really K-shaped, or are we looking at a different letter entirely? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase tackle the “E-shaped economy,” interest rates, retirement planning, AI, dry powder, and the pursuit of a happier retirement. · Rethink the K-shaped economy as Wes considers whether an “E-shaped economy” is more associated with today’s financial landscape. · Connect the dots between interest rates, housing, bonds, 401(k)s, consumer sentiment, and spending. · Discover how “dry powder” may fit into a retirement income strategy and how cash reserves may be used and replenished over time. · Consider the role dry powder may play within a diversified retirement portfolio. · Navigate a familiar retirement dilemma: What happens when one spouse wants to make a big purchase and the other would rather save? · Examine the relationship between liquid assets and total net worth and why that balance may matter in retirement. · Question whether AI can handle financial planning on its own, and where human judgment may still play a role. · Explore retirement planning considerations for those who may feel like they’re getting a late start. · Consider cash-management approaches for loved ones who prioritize financial security and leaving a legacy over spending. · **Meet **The Retire Sooner Method, Wes’s new book exploring five lifestyle and financial characteristics his research found among some of America’s happiest retirees. · Compare two factors that may contribute to a happier retirement: meaningful core pursuits and a good night’s sleep. Listen to the Retire Sooner Podcast for a lively and educational conversation about retirement planning, investing, the economy, and the pursuit of a happier retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Sat, 12 Sep 2026 - 947 - Can You Retire Sooner? Mortgages, Rental Income, Investing & Retirement Risks
When should you retire, and what might shape the years that follow? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase tackle listener questions about retirement planning, investing, retirement income, and the surprises life may throw your way. · Consider why retiring sooner may provide more time to enjoy healthy, active retirement years. · See what certain retirement stories may reveal about health, longevity, and planning for the unexpected. · Explore Wes’s new book, The Retire Sooner Method, and his latest research on happy retirees. · Examine how rental property income may factor into retirement cash flow and diversification, along with the risks and responsibilities of owning real estate. · Weigh paying down the mortgage against keeping cash available for a future home or land purchase. · Meet what some refer to as the “boomer candy” of investing—buffered ETFs—and learn how their potential benefits, limitations, and risks may function. · See why sequence of returns risk may matter when you start withdrawing money in retirement. · Untangle the tax, diversification, and emotional considerations that may come with selling a concentrated stock position. · Navigate the investing, tax, and financial questions that may come with retiring abroad. Join Wes and Christa for real questions, relatable stories, and an educational look at the decisions that may shape retirement planning. **Listen and subscribe to the **Retire Sooner Podcast for more conversations about investing, retirement income, and the pursuit of an earlier, happier retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Sat, 12 Sep 2026 - 946 - Rapid-Fire Retirement Q&A: Roths, College Savings, Bonds, and More
Got retirement questions? Wes Moss and Christa DiBiase tackle them in this rapid-fire episode of Retire Sooner Podcast. Take an educational look at retirement planning, investing, Roth accounts, college savings, bonds, and more. · Explore considerations for when high-yield savings account rates start heading south, including evaluating brokerage money market funds. · Balance daycare bills, taxable investing, and 529 college savings when there never seems to be enough room in the budget for every goal at once. · Understand how backdoor Roth and mega backdoor Roth strategies work and factors to consider. · Consider the tricky question of whether a potential inheritance belongs in a retirement plan. · Look beyond the higher distributions of high-yield ETFs to the potential risks hiding underneath. · See what it’s like for financial advisors to juggle client concerns, annual planning, and a steady stream of market and economic news. · Review The Retire Sooner Method, from getting the financial pieces in place to finding purpose, nurturing friendships, and getting better sleep. · Compare individual bonds, bond funds, and bond ETFs when weighing income characteristics, diversification, and simplicity. · Evaluate whether boosting Roth or after-tax contributions may make sense as retirement gets closer. Hear Wes and Christa take on the retirement questions that may be on your mind, too. **Listen and subscribe to the **Retire Sooner Podcast for more educational conversations about money, retirement, and building toward a happy retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 27 Aug 2026 - 945 - Stock Market All-Time Highs: What Could They Mean for Your Retirement?
The stock market may be hitting all-time highs, but is that a reason to celebrate or worry about what comes next? On the Retire Sooner Podcast, Wes Moss and Christa DiBiase turn current headlines and listener questions into a lively conversation about investing, retirement, Social Security, housing, 55+ communities, healthcare, and more. · See what history may tell us about stock market all-time highs, why they have historically arrived in bunches, and how corrections may fit into the picture. · Track the S&P 500’s historical performance and put today’s market highs into historical perspective. · Ask whether early retirement might work by weighing spending, taxes, healthcare, Social Security, and retirement withdrawals. · Consider how much your adult children should know about your net worth, inheritance, and estate plans. · Weigh the pros and cons of using 529 plan funds for private education, including a potential wrinkle for families in New York. · Picture life in a 55+ community and explore ways to test-drive the lifestyle before making a move. · Think through renting in retirement and how rising housing costs may affect a long-term retirement budget. · Navigate the tougher side of retirement planning, including healthcare, Social Security, long-term care costs, and caregiving. · Revisit when to claim Social Security as questions continue around the program’s future funding and potential changes. · Discover the Retire Sooner Method and explore a framework intended to help you think through the financial and lifestyle pieces of an earlier, happier retirement. Listen and subscribe to the Retire Sooner Podcast for an engaging, educational take on the money and life questions that often come along with planning for retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 20 Aug 2026 - 944 - How to Retire Sooner: The Rule of 55, 4% Rule, Roth Conversions, and the Keys to a Happier Retirement
What does it really take to retire sooner and enjoy the years you’ve worked so hard for? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase tackle listener questions about retirement planning, investing, taxes, retirement income, and the pursuit of a happier life after work. · Examine the idea of building a retirement life map around what matters most to you. · Discover what Aristotle can teach us about retirement happiness, purpose, and fulfillment. · Confront spending anxiety and why letting yourself enjoy your savings can be surprisingly difficult. · Consider when it might be time for a change of scenery—and what a move may mean for your finances. · Compare **cost-of-living **calculators when sizing up potential retirement destinations. · Analyze strategies for untangling concentrated stock positions, diversification, and the potential tax tradeoffs. · Explore the Rule of 55 and when it may provide penalty-free access to certain 401(k) funds. · Experience the Retire Sooner Method, from the Money & Happiness Green Zones and Core Pursuits to relationships and sleep. · Break down the 4% rule of thumb, withdrawal rates, and the fear of running out of money. · Weigh a HELOC versus IRA withdrawal while considering taxes and potential Roth conversions. · Walk through listener scenarios involving retirement readiness, withdrawal strategies, and investment allocation. Retirement is about more than hitting a number—it’s also about figuring out what you want those years to look like. Listen and subscribe to the Retire Sooner Podcast for more educational conversations about the money and life behind a happier retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 13 Aug 2026 - 943 - When Should You Claim Social Security? Plus Mortgage and College Planning
When should you claim Social Security? Should you pay off your mortgage before retirement? And how do you balance saving for retirement while helping pay for college? Join Wes Moss and Christa DiBiase on this episode of the Retire Sooner Podcast as they tackle listener questions and explore practical perspectives on retirement planning, retirement income, taxes, pensions, and planning for a more fulfilling retirement. planning for a more fulfilling retirement • Compare Social Security claiming approaches and the factors that may influence your decision. • Consider how health, longevity, your spouse, and taxes may shape your retirement plan. • Explore the research behind Core Pursuits and why they may play an important role in retirement satisfaction. • Balance retirement savings and college funding while weighing different education-planning options. • Evaluate pension survivor benefits, cash reserves, and mortgage payoff as part of your broader financial picture. • Access preorder bonus information for The Retire Sooner Method, no matter where you purchase it, including your favorite local bookstore. Listen and subscribe to the Retire Sooner Podcast for more educational conversations about retirement planning, Social Security, retirement income, investing, taxes, and financial independence—and discover new ideas to consider as you prepare for retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 06 Aug 2026 - 942 - Retirement Planning: The Retire Sooner Method, Sleep & Smart Money Strategies
Retirement planning isn't just about the numbers—it's also about trying to create a life you'll enjoy living. Join Wes Moss and Christa DiBiase on this episode of the Retire Sooner Podcast as they tackle listener questions, share fresh retirement planning perspectives, and explore the habits that may help shape a more fulfilling future, including sleep! • Discover The Retire Sooner Method, including the Money & Happiness Green Zones, the Retirement Superpower, and the role Core Pursuits may play in retirement. • See how sleep, net worth benchmarks, liquid investable assets, income, and mortgage payoff may influence long-term retirement planning. • Hear practical discussions about long-term care, IRMAA (Income-Related Monthly Adjustment Amount), healthcare before Medicare, and managing short-term cash. • Compare the bucket strategy, retirement account consolidation, fixed annuities, and structured notes while weighing flexibility, liquidity, and risk. Listen and subscribe to the Retire Sooner Podcast with Wes Moss and Christa DiBiase for engaging and educational conversations about retirement planning, retirement investing, retirement income, and financial independence. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 30 Jul 2026 - 941 - How to Build a Happy Retirement: The 5-Step Retire Sooner Method, Roth Conversions & Retirement Planning
What does it really take to build a happy retirement? Join Wes Moss and Christa DiBiase on this episode of the Retire Sooner Podcast as they blend retirement planning research with listener questions to explore the financial and lifestyle choices that may help shape life after work. • Learn how the five-step Retire Sooner Method brings together the financial and personal sides of retirement planning. • See how retirement "green zones" may help you think about savings, income, liquidity, and mortgage decisions. • Explore why core pursuits, strong friendships, and even better sleep have been linked to greater retirement satisfaction. • Hear practical conversations about written financial plans and other habits that may help reduce money-related stress. • Get answers to listener questions about AI financial tools, Roth conversions, bond funds versus money markets, spousal IRAs, retirement income, paying off a mortgage, reverse mortgages, and annuities. Listen and subscribe to the Retire Sooner Podcast for more educational conversations about retirement planning, retirement investing, and personal finance. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 23 Jul 2026 - 940 - What Makes Retirement Fulfilling? Friendships, Investing, and Financial Planning
Retirement is about more than growing your nest egg; it’s also about building friendships, finding purpose, and making informed financial decisions along the way. Join Wes Moss and Christa DiBiase on this episode of the Retire Sooner Podcast as they blend listener questions, new research, and practical conversations about retirement planning, retirement investing, and personal finance. • Hear an inspiring listener story about trading everyday life for a full-time adventure aboard a sailboat in the Caribbean. • Discover new research on how long it may take to build close friendships and why those relationships may matter throughout retirement. • Learn why making new friends often gets tougher with age—and what may help create more meaningful connections. • Explore how The Retire Sooner Method encourages balancing financial security with purpose, relationships, and the experiences often associated with making retirement meaningful. • Explore portfolio diversification, pensions, liquidity, and how stocks, bonds, and cash may work together in a retirement portfolio. • Compare working with a financial advisor versus DIY investing, including what research suggests about each approach. • Review how financial planning may extend beyond investing to include tax planning, estate planning, and family priorities. • Consider ways to balance retirement savings, mortgage payments, and emergency cash reserves when extra income comes your way. • Understand portfolio rebalancing during market volatility and what Treasury notes and yield to maturity mean for fixed-income investors. Whether you're counting down to retirement or already there, this episode offers thoughtful perspectives to help you navigate the road ahead. Listen and subscribe to the Retire Sooner Podcast for more conversations about retirement planning, investing, and living well in retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 16 Jul 2026 - 939 - The Retire Sooner Method: The Research Behind a Happier, More Fulfilling Retirement
In this special episode of the Retire Sooner Podcast, Wes Moss shares the story behind The Retire Sooner Method and explores the research on the financial and lifestyle habits associated with greater retirement satisfaction. • Discover five habits that research has associated with greater retirement satisfaction. • See how saving a little time today may create more flexibility in retirement. • Hear the story behind the "Happiest Retiree on the Block" and The Retire Sooner Method. • Explore how purpose, core pursuits, close friendships, and a written financial plan may support retirement well-being. • Learn how the Money Red, Yellow, and Green Zones may relate to financial confidence. • Consider how healthy routines, meaningful activities, and quality sleep have been associated with overall well-being. • Access the research, charts, and resources behind The Retire Sooner Method at retiresoonermethod.com. Whether retirement is years away or already here, this episode offers research-based perspectives on retirement planning and financial well-being. Listen, subscribe, and join the conversation on the Retire Sooner Podcast for more educational discussions about investing, retirement, and living a life of purpose. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 09 Jul 2026 - 938 - Target-Date Funds, Retirement Income & 401(k)s: Listener Questions Answered
Retirement planning comes with plenty of questions, and this episode of the Retire Sooner Podcast is built around answering them. Join Wes Moss and Christa DiBiase as they tackle listener questions on retirement income, investing, 401(k)s, Roth IRAs, target-date funds, and career changes. • Compare the bucket strategy with other approaches to generating retirement income. • Learn how withdrawal guardrails may help shape spending decisions in different market environments. • Consider 401(k) and Roth IRA options if you're working to build your retirement savings. • Find out how target-date fund fees and expense ratios really work and how they may fit into a retirement withdrawal strategy. • Explore what a second-act career may look like in education, healthcare, technology, or financial services. • Review what to expect when moving from a financial advisor to a self-directed investment account. • Understand why compounding and asset allocation may matter whether you own one fund or several. Whether you're saving for retirement, approaching retirement, or already there, you'll find thoughtful perspectives on some of today's most common financial questions. Listen and subscribe to the Retire Sooner Podcast for more conversations about retirement planning, investing, and retirement income. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 02 Jul 2026 - 937 - Clark Howard Joins Wes Moss to Take On Your Toughest Retirement Questions
Consumer advocate Clark Howard joins Wes Moss and Christa DiBiase for a special Retire Sooner Podcast episode packed with listener questions, thoughtful debate, and real-world financial scenarios. From retirement planning and investing to tax considerations and the pursuit of a more fulfilling retirement, this conversation explores a wide range of topics through the lens of everyday decisions. • Explore how technology stocks, index funds, IPOs, and diversification continue to shape the current investing landscape. • Examine retirement timing, market volatility, and the role consistent investing may play over time. • Consider mortgage, refinancing, capital gains, and tax-planning questions raised by listeners navigating major financial decisions. • Compare Target Date Funds and ETF portfolios while weighing different approaches to diversification and risk. • Evaluate the tradeoffs of selling versus renting a home before an extended move overseas. • Explore the role core pursuits, purpose, and meaningful activities may play in discussions about retirement satisfaction. • Learn about the **pre-sale of Wes Moss's new book, **The Retire Sooner Method, including available bonuses and how to reserve a copy. Whether you're thinking about your portfolio, your next chapter, or both, this episode offers plenty to consider. Listen and subscribe to the Retire Sooner Podcast for more conversations about retirement planning, investing, and the financial and lifestyle decisions that may shape life after work. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 25 Jun 2026 - 936 - The Ultimate Dividend of Retirement: Freedom, Flexibility, and Financial Planning
Is retirement just about accumulating assets, or is it also about creating the flexibility to spend your time in ways that matter most to you? Join Wes Moss and Christa DiBiase on this episode of the Retire Sooner Podcast as they explore retirement planning, investor behavior, and the financial decisions that may influence long-term outcomes. • Discover why building wealth and preserving wealth often involve different financial considerations. • Examine how emotions, habits, and investor behavior may affect financial decision-making over time. • Explore the transition from asset accumulation to retirement income planning and risk management. • Consider listener questions on pensions, Social Security claiming decisions, longevity, and retirement income strategies. • Evaluate factors investors may weigh when considering Roth conversions and portfolio rebalancing. • Learn about the **five-step **Retire Sooner Method from Wes’s new book, and the role financial and happiness "green zones" may play in retirement planning. • Understand what some may refer to as the "ultimate dividend"—the freedom and flexibility many people seek through thoughtful financial preparation. • Compare perspectives on equity-indexed annuities, bonds, fiduciary standards, and financial product considerations. • Review financial planning concepts for younger investors, including Roth IRAs, long-term saving, and preparing for future homeownership. Whether you're preparing for retirement or already navigating it, this episode examines the intersection of financial planning, investor behavior, and personal fulfillment. Listen and subscribe to the Retire Sooner Podcast, and pre-order Wes Moss's new book, The Retire Sooner Method, to learn more about the planning principles discussed in this episode. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 18 Jun 2026 - 935 - What the Happiest Retirees Do Differently: Insights from The Retire Sooner Method
What if a happier retirement has as much to do with how you spend your time as how you invest your money? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase explore the research behind retirement happiness, answer listener questions on retirement planning, and share how you can pre-order Wes’s new book, The Retire Sooner Method, and unlock exclusive bonuses! • Discover why core pursuits—the activities that get you excited to start the day—are often linked to greater retirement satisfaction. • Explore the hobbies, passions, and routines most commonly found among retirees who report higher levels of happiness and fulfillment. • Review how retirement withdrawal frameworks work, including considerations around cash reserves and 4%+ distribution strategies. • Compare Equity Indexed Annuities (EIAs), dividend-focused approaches, and pension-versus-lump-sum options when evaluating retirement income choices. • Consider Roth conversions, required minimum distributions (RMDs), and other tax-planning factors that may influence long-term retirement strategies. • Evaluate the opportunities and risks that may come with concentrated RSU and company stock positions. • Understand how FDIC insurance works and what to know about coverage for savings accounts and CD ladders. Whether you're years from retirement or already there, this episode blends retirement happiness research with practical financial planning conversations. Listen to the Retire Sooner Podcast and subscribe for more discussions about retirement, investing, personal finance, and building a life you look forward to living. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 11 Jun 2026 - 934 - When and How to Help Adult Children: Roth Conversions, Social Security & Retirement Planning Topics
Retirement planning doesn’t always follow a straight line, and this episode of the Retire Sooner Podcast tackles the pressing money decisions families are talking about. Join Wes Moss and guest host Mallory Boggs for a lively conversation about helping adult children buy homes, Roth conversions, Social Security timing, investing, taxes, and the lifestyle choices often associated with a happy retirement. • Explore the financial and emotional tradeoffs that may come with helping adult children buy a home while still protecting your own retirement goals. • Examine how higher home prices, rising mortgage rates, and ongoing family support may help shape retirement planning and financial flexibility. • Evaluate Roth conversions, Social Security claiming strategies, IRA withdrawals, and HELOC financing through the lens of taxes and long-term retirement income planning. • Reconsider how spending on travel, family experiences, health, hobbies, and social connections may play a role in retirement satisfaction. • Assess portfolio diversification considerations beyond concentrated “Magnificent 7” exposure while tackling listener questions on IRAs, emergency funds, taxable accounts, and retirement investing. Listen and subscribe to the Retire Sooner Podcast for more conversations on retirement planning, investing, taxes, and navigating today’s financial landscape with a practical long-term perspective. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 04 Jun 2026 - 933 - Retirement Curveballs: Early Retirement, Taxes, and Market Volatility
Retirement rarely goes exactly according to plan—and this episode of the Retire Sooner Podcast tackles the real-life financial curveballs that may affect the timeline. Join Wes Moss and special guest host Mallory Boggs for a fast-moving conversation on early retirement, market volatility, taxes, rollover IRAs, annuities, direct indexing, and diversification strategies. • Explore why many Americans retire earlier than expected and how health issues, caregiving responsibilities, and job loss may reshape retirement plans. • Learn how thoughtful retirement income planning, IRA rollover decisions, and mortgage strategies may help create more financial flexibility. • Compare the pros, cons, and tradeoffs of annuities, direct indexing, tax-loss harvesting, and alternative investment strategies beyond the traditional 60/40 portfolio. • Understand why unusually fast stock market recoveries have historically been less common, and why long-term investors often focus on perspective over prediction. • Examine practical planning considerations for high-income earners, looking at tax efficiency, portfolio diversification, and varying levels of investment risk. Listen and subscribe to the Retire Sooner Podcast for more conversations on retirement planning, investing, taxes, and navigating today’s financial landscape with a clear, practical long-term perspective. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 28 May 2026 - 932 - What Does a Fiduciary Advisor Really Do? Taxes, Retirement Income & Investing Explained
Retirement planning is about far more than picking investments, and this episode of the Retire Sooner Podcast shows just how many moving pieces may shape your financial life over time. Join Wes Moss and Christa DiBiase for a fast-moving conversation covering retirement income planning, tax strategy, dividend investing, market volatility, and the potential value of working with a fiduciary, fee-only advisor. • Compare fiduciary advisors and non-fiduciary advisors through a simple “orange pepper” analogy. • Explore how tax planning, behavioral coaching, retirement forecasting, and portfolio strategy may work together in long-term financial planning. • Evaluate real estate decisions, business transitions, and career planning during peak earning years and retirement. • Review dividend investing, ETF selection, cash reserves, and sequence-of-returns risk considerations for retirees and near-retirees. • Organize retirement rollovers, trusts, pensions, and tax records with greater clarity and flexibility. Whether you’re building a retirement plan or fine-tuning an existing strategy, this episode delivers practical financial conversations grounded in long-term thinking and real-life investor questions. Listen and subscribe to the Retire Sooner Podcast for more discussions on retirement investing, financial planning, and navigating today’s changing economic landscape. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 21 May 2026 - 931 - Clark Howard Joins Wes Moss to Talk Roth Strategies, Taxes, and Retirement
Clark Howard joins Wes Moss and Christa DiBiase for a fun, fast-moving Retire Sooner Podcast episode packed with conversations about retirement planning, Roth conversions, HSAs, taxes, investing, and the lifestyle choices that may help to shape financial life. From boats and horse racing to tax strategies and retirement income planning, this episode blends practical financial conversations with the relatable chemistry listeners love. • Compare **Roth vs. traditional **401(k) contribution approaches as Clark Howard and Wes Moss sort through taxes, future flexibility, and retirement income planning considerations. • Consider how state income taxes, Roth conversions, required minimum distributions (RMDs), and Medicare IRMAA (Income-Related Monthly Adjustment Amount) surcharges may influence retirement cash flow over time. • Explore HSA strategies, backdoor Roth IRAs, and mega backdoor Roth opportunities while reviewing contribution rules and planning considerations for higher earners. • Weigh whether buying a boat aligns with lifestyle goals and retirement spending priorities by comparing personal value and real-world price-per-use scenarios. • Enjoy Christa DiBiase’s stories about horse racing, sports fandom, and finding balance between financial goals and enjoying life along the way. Listen and subscribe to the Retire Sooner Podcast to hear Clark Howard, Wes Moss, and Christa DiBiase bring retirement planning and investing conversations to life with humor, perspective, and approachable discussions about financial independence, retirement income, and long-term planning strategies. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 14 May 2026 - 930 - Are AI and Job Fears Overblown? What the Data Shows
Do headlines about AI, jobs, and markets feel overwhelming? Let this episode of the Retire Sooner Podcast help put things into perspective, using real data and relatable scenarios to connect today’s trends with everyday financial decisions. • Rethink college graduate unemployment and see how AI may be shaping hiring, with recent data pointing to more stability than disruption. • Put the U.S. job market in context by examining constant turnover, career shifts, and ongoing opportunity. • Consider what a midlife career change might look like while factoring in updated 529 plan rules that may offer more flexibility. • Clarify Roth IRA and Roth 401(k) rules to help keep timelines intact and simplify account management. • Assess the U.S. dollar’s global role and why it continues to anchor trade and reserves despite the noise. • Look inside mutual funds and ETFs to better understand what you own, while keeping diversification and allocation in focus. • Map out retirement income by considering dividends, distributions, and multiple cash flow sources working together over time. Listen to the Retire Sooner Podcast to hear Wes Moss and Christa DiBiase bring these topics to life with clarity and context. Subscribe for more grounded conversations designed to help support thoughtful, long-term financial decision-making. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 07 May 2026 - 929 - Retirement Planning Reset: Retirement Confidence, Roth Strategies, Fiduciary Standards & Income Planning Context
Take a step back and get a clearer view of your retirement plan in this episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase. Enjoy a practical, easy-to-follow conversation that connects real data, real questions, and real-life planning: offering perspective to help guide decisions. • Explore why retirement confidence may be slipping, using insights from the Employee Benefit Research Institute and the University of Michigan, and see how inflation and oil prices have historically been associated with changing outlooks. • Break down the difference between fiduciary and non-fiduciary advisors to provide a backdrop when evaluating who you trust with your financial picture. • Walk through listener questions on 457(b) vs. 401(k) plans, Roth vs. traditional strategies, and how early retirement access rules actually work. • Get more clarity on VEBA HRA accounts vs. HSAs, and consider what may be affecting Roth IRA growth—including allocation choices and tools used. • Think through when a trust might make sense and how savings accounts, money markets, and bonds may play different roles as interest rates shift. • Consider ways to prepare for long-term care costs, including self-insuring concepts that tie into income planning and HSA savings over time. Looking to explore big picture retirement planning without getting lost in the weeds? This episode is a great place to start. Listen and subscribe to the Retire Sooner Podcast! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 30 Apr 2026 - 928 - What Drives a Fulfilling Retirement? Income Strategy, Location, and Purpose
On this episode of the Retire Sooner Podcast, step back and reassess your retirement plan as Wes Moss and Christa DiBiase examine what may drive retirement happiness. Connect financial independence, taxes, and today’s economic backdrop into a clearer long-term perspective. See how big decisions, from pensions to property taxes to market uncertainty, may fit together to help evaluate what matters most for your own path. • Reimagine how achieving financial independence may shift your sense of purpose, and consider ways to redirect that drive toward a more fulfilling retirement. • Size up how property taxes may shape where you live and your retirement comfort level over time. • Stack up lump-sum versus pension-income options to help understand the trade-offs among flexibility, longevity risk, and steady income. • Map out retirement withdrawal strategies using historical market data and behavioral factors, while recognizing that outcomes may vary. • Make sense of today’s “mixed signals” economy by connecting jobs data, corporate margins, inflation, and Federal Reserve policy as context, not predictions. • Think through options for late starters and compare 529 plans with Solo Roth 401(k)s as potentially flexible ways to approach education funding within a broader plan. Listen to the Retire Sooner Podcast to hear the full conversation and explore how these ideas may apply to your situation. Subscribe for more thoughtful, real-world context on retirement planning, investing, and the decisions that shape long-term financial life. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 23 Apr 2026 - 927 - Where Should You Live in Retirement? (And How to Pay for It)
Rethink retirement, and how the financial and lifestyle choices of today may shape tomorrow. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase bring real-world context to retirement planning, housing decisions, investment strategies, and tax considerations. • Discover how consistent saving and long-term investing have historically supported greater flexibility in retirement, though past performance does not guarantee future results and may not indicate future market direction. • Picture how your retirement location, cost of living, and closeness to family may shape your day-to-day happiness. • Use a simple framework to research and test potential retirement destinations before making a big move. • Navigate housing transitions by thinking through timing gaps, home equity access, and tax considerations. • Compare ways to fund a home purchase using Roth IRAs, traditional IRAs, and brokerage accounts. • Understand how TSP, high-yield savings, mutual funds, and ETFs differ in fees, taxes, and flexibility. • Weigh whether keeping a TSP or rolling assets into an IRA may fit your broader financial picture. • Examine how investment fees and annuities may play a role in long-term planning decisions. • Consider early retirement scenarios by factoring in income variability, taxes, and sustainability over time. Take a fresh look at your retirement strategy with insights grounded in real-life decisions and long-term thinking. Listen and subscribe to the Retire Sooner Podcast for more educational content to help inform your financial decisions. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 16 Apr 2026 - 926 - Lump Sum vs Pension, Dividends & Market Risks Explained
If the financial headlines feel overwhelming, Wes Moss and Christa DiBiase help bring things back into focus. This episode of the Retire Sooner Podcast ties real listener questions to long-term investing principles, offering context to support more informed decision-making. • Examine why many Americans feel financially behind while weighing the risks often associated with higher-risk areas such as crypto, meme stocks, options trading, and sports betting—and the behavioral pull of comparison-driven investing. • Evaluate pension choices by comparing lump sum payouts versus lifetime income streams in the context of longevity, income needs, and personal financial goals. • Understand how dividends may factor into total return and how reinvestment has historically contributed to long-term investment outcomes. • Assess how to use proceeds from a home sale by balancing debt reduction, investment opportunities, and liquidity for future flexibility. • Explore investment options often considered more conservative, such as Treasury money markets and short-term bond ETFs, while recognizing trade-offs between stability, income, and interest rate risk. • Differentiate between fixed annuities and CDs by reviewing guarantees, liquidity considerations, and how each may fit within a broader retirement income strategy. • Take a fresh look at your portfolio by balancing different time horizons, being mindful of taxes, and thoughtfully managing RSU stock (Restricted Stock Units) with an emphasis on diversification. Listen and subscribe to the Retire Sooner Podcast for more educational conversations about financial decisions and the world around them. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 09 Apr 2026 - 925 - Retirement Is Evolving—Are You Keeping Up?
Reimagine what retirement could look like with Wes Moss and guest host Mallory Boggs, as they connect today’s biggest financial questions to real-life planning decisions. From new savings strategies to listener-driven scenarios, this episode of the Retire Sooner Podcast delivers timely context to help you think differently about your financial future. • Discover how “Trump Accounts,” seed funding, and consistent contributions are being discussed as tools for early, tax-advantaged, multigenerational savings. • Explore how a Year Zero Savings Plan may shape a child’s financial starting point while highlighting the impact of time in long-term investing. • Evaluate traditional retirement accounts versus Roth conversions when considering tax diversification over time. • Compare conservative and balanced portfolios using the efficient frontier to better understand theoretical risk and return tradeoffs. • Assess how pensions and VA disability income are sometimes viewed within broader investment frameworks. • Examine the FIRE movement alongside the Retire Sooner Method and a “dimmer switch” approach as different perspectives on retirement timing. • Get answers to listener questions on target-date funds, Roth IRAs for Americans abroad, and contribution strategies within current guidelines. • Recognize the role of periodic portfolio reviews and coordination with financial and tax professionals as part of an ongoing planning process. Hear what these topics and ideas may mean for your own financial planning. Listen and subscribe to the Retire Sooner Podcast to stay informed and engaged with the decisions shaping your retirement and future. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 02 Apr 2026 - 924 - Clark Howard Joins Wes Moss: Navigating Market Volatility, Inflation, and Retirement Planning
Special guest Clark Howard joins Wes Moss to co-host a standout episode of the Retire Sooner Podcast, exploring how market volatility, energy prices, and global events may intersect with retirement planning considerations. Evaluate how shifting economic forces, from inflation to Federal Reserve policy, may shape investment decisions and long-term financial positioning. • Explore how rising oil and energy prices may influence gasoline, travel, and everyday consumer costs through petroleum-based dependencies. • Assess how production levels, demand shifts, and changing consumer behavior may shape economic activity and regional growth. • Evaluate how international slowdowns and Federal Reserve rate decisions may influence U.S. markets, inflation trends, and investor sentiment. • Consider general approaches to portfolio positioning during market uncertainty, including the role of liquidity (dry powder) in navigating volatility. • Examine risks across alternative investments, including private equity, private credit, ultra-high-yield strategies, and business development companies, which may involve higher risk and reduced liquidity. • Identify common financial pitfalls tied to annuities, retail pricing structures, and shortcut-driven investment decisions. • Recognize how lifestyle trends like pickleball may influence healthcare utilization and long-term cost considerations. Understand the financial forces shaping today’s retirement landscape and how they may connect to retirement strategy and long-term planning decisions. Listen and subscribe to the Retire Sooner Podcast to stay informed and engaged. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 26 Mar 2026 - 923 - Retirement Planning in Volatile Markets: Inflation, Oil Prices, AI, and Portfolio Strategy
Market volatility, inflation, and rapid technological change are shaping today’s financial landscape, while long-term planning remains an important consideration for many investors. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase share general perspectives on investing, retirement planning, and workplace trends to help inform decision-making within a broader financial context. • Assess how geopolitical events and oil price volatility may influence inflation, consumer costs, and market performance. • Understand how energy markets and real-time information flow may contribute to stock market swings and investor sentiment. • Review historical market behavior following geopolitical shocks to add context to short-term volatility. • Apply portfolio rebalancing principles to maintain alignment with long-term investment objectives during market declines. • Recognize the role of consistent retirement contributions, including 401(k) plans, in supporting long-term market participation. • Compare fixed-income investments and high-yield savings options when evaluating rates, liquidity, and diversification. • Analyze how artificial intelligence may be influencing productivity, workloads, and small business hiring trends. • Address listener questions on early retirement, portfolio diversification, gifting strategies, and maximizing contributions. • Explore considerations for transitioning into financial planning, including income variability and career outlook. Listen and subscribe to the Retire Sooner Podcast for ongoing perspective on investing, retirement planning, and navigating market conditions. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 19 Mar 2026 - 922 - Retirement Planning in a Changing Market: U.S. vs. International Stocks, the Rich Ratio, and Long-Term Investing Decisions
Retirement planning questions often intersect with global markets, tax decisions, and long-term investing strategy. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine listener questions while exploring how portfolio diversification, retirement readiness, and disciplined investing may help shape long-term financial planning. • Evaluate international vs. U.S. stocks when considering portfolio diversification and the potential influence of recency bias in investment decisions. • Assess global market trends and examine how diversified asset allocation may support a long-term retirement investing strategy. • Clarify narratives about the U.S. dollar’s global reserve status and consider how central bank actions and global currency dynamics may influence markets. • Consider how owning large multinational companies in a U.S. portfolio may already provide meaningful international economic exposure. • Review how portfolio rebalancing may reposition a diversified investment portfolio when previously underperforming asset classes begin to recover. • Measure retirement readiness by evaluating total net worth and applying the “Rich Ratio” framework—assets divided by spending needs. • Examine how pension income, debt freedom, and lifestyle spending may influence long-term retirement stability. • Compare nondeductible IRA contributions with taxable brokerage accounts when evaluating tax treatment and long-term investment flexibility. • Evaluate strategies for managing financial windfalls, including the tradeoffs between mortgage payoff and directing additional savings toward long-term investments. • Identify foundational investing principles for young adults building wealth early in their careers, particularly when monthly investing contributions may fluctuate. Listen and subscribe to the Retire Sooner Podcast to hear Wes Moss and Christa DiBiase explore ongoing conversations about retirement planning, investment strategy, and long-term financial independence. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 12 Mar 2026 - 921 - Behind on Retirement Savings? Roth 401(k), Rule of 55 & Investment Decisions Explained
Retirement planning is often shaped by disciplined decisions, market realities, and investor behavior. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase address timely retirement investing questions and frame them within a long-term, evidence-based approach designed to inform—not predict—financial outcomes. • Compare dollar-cost averaging versus lump-sum investing and evaluate how investor psychology may influence portfolio results. • Reassess what it means to feel behind on retirement savings and explore catch-up strategies, contribution limits, and long-term discipline. • Evaluate how to handle windfalls, consolidate retirement accounts, and apply the Rule of 55 guideline when considering early access to employer plans. • Interpret average versus median retirement savings data to better contextualize your own retirement planning progress. • Weigh Roth 401(k) contributions later in your career, particularly in high-tax states, within a broader tax-aware retirement strategy. • Analyze covered call ETFs, bond allocations, and diversification across U.S. stocks, international markets, real estate, and commodities. • Emphasize consistent participation over market timing when attempting to build a resilient retirement portfolio. Clear context may lead to better decisions. Listen to—and subscribe to—the Retire Sooner Podcast to stay informed and continue refining your retirement investment strategy. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 05 Mar 2026 - 920 - Inflation, Record Market Highs, and Early Retirement: What Investors Should Consider
Inflation, record market highs, early retirement dreams, and complex estate questions—retirement planning doesn’t happen in isolation. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase translate timely headlines and listener scenarios into thoughtful, long-term financial planning considerations. • Assess how rising grocery and beef prices reflect inflation and evaluate ways to think about purchasing power over time. • Review stock market all-time highs alongside historical correction patterns to frame risk within a diversified allocation. • Examine what retiring in your 40s may require, including savings rates, spending assumptions, and trade-offs. • Structure financial support for younger family members through gifting strategies, investment vehicles, and clear boundaries. • Stress-test retirement projections—including tools like Wealthfront’s PATH—by applying more conservative inputs. • Balance equity exposure with “dry powder” assets in the context of withdrawal rates and long-term income needs. • Coordinate irregular or business-owner income by aligning tax planning, liquidity, and disciplined investment decisions. • Consider when a commercial trustee may be appropriate for long-term estate and legacy planning goals. Retirement clarity comes from steady evaluation and informed decisions—not short-term noise. Listen and subscribe to the Retire Sooner Podcast for grounded conversations that may help you think critically about your financial future. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 26 Feb 2026 - 919 - From Roth Rules to Small Caps: Today’s Headlines and Your Retirement Strategy
Retirement decisions don’t often happen in isolation—they’re shaped by markets, policy shifts, career trends, and personal trade-offs. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase translate timely financial headlines into practical retirement planning considerations. • Assess cash-flow strategies for small business owners, including how Roth IRA contribution rules may create flexibility. • Interpret the latest U.S. jobs report and education-level unemployment trends to help frame portfolio and career decisions. • Evaluate small-cap and value stock performance after years of lagging returns within a diversified allocation. • Examine why savings account rates may trail broader interest rate moves and what that can mean for cash positioning. • Compare long-term care insurance with self-funding approaches, including planning implications tied to Washington State’s LTC program. • Review 457 and 403(b) rollover considerations and clarify how early Social Security benefits are calculated. • Measure total investment results by factoring in dividends and interest income—not just price changes. Explore retirement planning considerations through balanced, long-term thinking grounded in real data and real scenarios. Listen and subscribe to the Retire Sooner Podcast to stay aligned with today’s evolving financial landscape. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 19 Feb 2026 - 918 - Inflation Is Back: Markets, Portfolios, and Retirement Trade-Offs
Inflation is back in focus—and it’s reshaping how many people think about retirement decisions. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase answer listener questions while providing clear context around markets, portfolios, and long-term planning trade-offs. • Explore how inflation cycles have historically resurfaced and how price shocks may influence spending and wage conversations. • Compare growth and value stocks using simple analogies that help clarify their role in retirement portfolios. • Break down how retirement withdrawals and tax planning are commonly coordinated, including Roth conversions and differences between 457 and 401(k) plans. • Explain key considerations around Employee Stock Ownership Plans, including diversification challenges in private companies. • Discuss where bonds and cash may fit when dependable income already covers everyday expenses. • Consider how lump sums and ongoing savings are often invested while balancing valuation concerns with disciplined approaches like dollar-cost averaging. • Review how buffered investment strategies are typically evaluated, including trade-offs involving downside limits, liquidity, and long-term return expectations. • Clarify pension payout choices by outlining common tax considerations and rollover mechanics tied to lump-sum decisions. • If inflation headlines and market swings have you rethinking your plan, this episode adds perspective without the noise. Listen and subscribe to the Retire Sooner Podcast to stay grounded in ongoing market and retirement conversations. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 12 Feb 2026 - 917 - When Markets Get Loud: A Clear Look at Retirement Planning Choices
Concerned about retirement planning in a market full of uncertainty and noise? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase bring practical context to today’s financial headlines and common retirement questions. • Analyze movements in gold prices and the U.S. dollar to clarify what currency shifts may indicate for markets and everyday economic conversations. • Explain why a modestly weaker dollar is not inherently negative and how it can affect U.S. company competitiveness. • Break down how the 4% retirement withdrawal rule of thumb is commonly discussed and why flexibility is central to long-term planning. • Compare viewpoints from prominent financial commentators on sustainable retirement withdrawals and why results may differ by household. • Outline considerations for retirement drawdowns, including when cash reserves versus equities are often referenced during market stress. • Evaluate diversification considerations for investors concerned about concentrated exposure to technology- and AI-focused funds. • Address the widespread concern about running out of money in retirement using commonly referenced planning frameworks. • Review how pension cost-of-living adjustments work and the factors considered when comparing lump-sum and annuity options. • Discuss the potential role and risks of high-yield bonds within balanced, income-focused portfolios. • Highlight why aligning brokerage account registrations with a living trust is frequently referenced in estate planning discussions. Listen to the Retire Sooner Podcast for clear, educational context on the retirement topics investors are talking about right now. Subscribe to stay connected to ongoing conversations focused on long-term planning, discipline, and perspective. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 05 Feb 2026 - 916 - The Middle Class Debate And Today’s Retirement Planning Landscape
Is the American middle class actually shrinking, or evolving? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase offer educational context on widely discussed economic, investing, and retirement planning topics shaping today’s financial conversations. Listen as long-term data, market history, and household-level considerations are used to frame—not forecast—how these issues connect. • Examine why the U.S. middle class is often described as shrinking and how income mobility, inflation-adjusted thresholds, and household dynamics influence that narrative. • Review how artificial intelligence is commonly discussed in relation to productivity, workforce demand, and labor market participation. • Outline general considerations around emergency savings, including income consistency, job stability, and insurance coverage. • Explain factors households often weigh when deciding whether to engage a financial professional for planning support. • Provide historical context on gold, market corrections, and why gold is sometimes referenced in diversification discussions. • Summarize why dividends are frequently included in long-term investing conversations across market cycles. • Highlight planning considerations for investment club assets, including potential capital gains implications during account or custodian transitions. • Examine variables that may influence retirement spending needs, reinforcing that planning outcomes vary by household. • Compare commonly discussed perspectives on dollar-cost averaging versus lump-sum investing during periods of market volatility. This episode focuses on education and perspective—not individualized recommendations. Listen and subscribe to the Retire Sooner Podcast for ongoing conversations that place investing and retirement topics into long-term context. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 29 Jan 2026 - 915 - Big Stocks, Small Caps, and Investor Behavior: What Today’s Markets Reveal
Gain clear, educational context on today’s investing and retirement planning topics with the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase. This episode places market trends, investor behavior, and retirement account considerations into long-term perspective using historical data and widely referenced research. In this episode, you’ll hear discussions that: • Define the differences between small-cap, mid-cap, and large-cap stocks and explain how market-capitalization classifications are commonly discussed in retirement planning. • Examine why individual investors have historically experienced returns that differ from market benchmarks, referencing behavioral research frequently cited by DALBAR. • Compare recent performance trends between the S&P 500 and small-cap indexes while reinforcing that market leadership shifts across cycles. • Explain how trillion-dollar companies have reshaped modern definitions of large-cap and mega-cap stocks. • Review the types of investment options typically available in employer-sponsored retirement plans and discuss why chasing recent performance is often identified as a behavioral risk. • Discuss why small-cap equities remain part of long-term market history conversations while acknowledging higher volatility and variability. • Compare Roth IRAs and Health Savings Accounts (HSAs) by outlining differences in tax treatment, eligibility, and planning considerations. • Explain how dividend-focused ETFs are commonly referenced in retirement income discussions and the historical role of dividends in total return. • Reinforce the importance of diversification and disciplined decision-making by addressing behavioral tendencies such as fear of missing out, or FOMO. • Address listener questions on market timing, lump-sum investing, Roth versus traditional 401(k) contributions, and Roth IRAs for younger earners using educational frameworks rather than personalized guidance. Listen to the Retire Sooner Podcast on Apple Podcasts, Spotify, YouTube, or your favorite podcast platform—and subscribe to stay connected to conversations designed to provide context, discipline, and long-term perspective on retirement and investing. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 22 Jan 2026 - 914 - Clark Howard Joins Retire Sooner to Break Down Buffett, Markets, and 2026 Themes
The Retire Sooner Podcast welcomes Clark Howard alongside Wes Moss and Christa DiBiase for a special episode focused on market history, long-term investing principles, and today’s most talked-about financial transitions. The conversation emphasizes context over commentary and highlights how investors often think through uncertainty, change, and market structure. • Highlight Clark Howard’s perspective on Warren Buffett stepping down as CEO of Berkshire Hathaway at age 95 and the transition to Greg Abel. • Review Berkshire Hathaway’s long-term role in markets and why its history is frequently referenced alongside the S&P 500. • Frame why long-term market participation is commonly emphasized during periods of leadership change at iconic companies. • Discuss why Clark Howard views this transition as the close of a defining chapter in modern investing history. • Explain how Berkshire Hathaway’s conglomerate structure differs from traditional private equity, including transparency and fee considerations. • Examine growing market concentration and the shrinking number of U.S. public companies—and why those trends continue to matter. • Outline how exposure to both public stocks and privately held businesses is often discussed when considering diversification. • Summarize several big-picture themes shaping 2026 conversations, including artificial intelligence, tax-refund dynamics, and election-cycle uncertainty. • Clarify what “dry powder” means and how cash, money market funds, and select bonds are commonly described in retirement safety discussions. • Address listener questions by reviewing general considerations around investing settlement proceeds, tax-advantaged accounts, and dividend-oriented ETFs. This episode offers a thoughtful conversation featuring Clark Howard with Wes Moss, focused on long-term perspective rather than short-term reaction. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions that bring clarity and context to retirement and investing topics. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 15 Jan 2026 - 913 - Retirement Planning, Investing Trade-Offs, and Household Risk Explained
Start the year with structured context around today’s most frequently discussed retirement planning questions on the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase. This episode presents an educational review of real listener scenarios, placing retirement, investing, and planning topics within a long-term analytical framework. • Review current U.S. wealth statistics by discussing commonly cited data on net worth, retirement account balances, and generational financial trends. • Outline household risk considerations by examining how families often think about emergency savings, retirement contributions, and income stability. • Discuss real estate planning considerations by evaluating factors involved in purchasing a condo for college-bound children, including cash flow and potential resale dynamics. • Describe fiduciary planning relationships by outlining services commonly associated with comprehensive retirement planning, tax coordination, and advisory fee structures. • Explain the “Rule of 55” by clarifying how early access to employer-sponsored retirement plans is typically referenced. • Summarize shared characteristics of long-term savers by highlighting recurring themes reported by listeners with higher household savings levels. • Compare buffered ETFs by discussing how downside buffers and capped upside features are typically weighed within diversified portfolios. • Examine mortgage buyout scenarios by outlining considerations for co-owned property, interest-rate assumptions, and loan structure implications. • Analyze bond duration risk by discussing how interest-rate changes and yield-curve movements may influence long-duration bond pricing. If you’re searching for clear, educational discussions around retirement planning, investing considerations, and household financial decision-making, this episode may add perspective. Listen and subscribe to the Retire Sooner Podcast for ongoing conversations that help place financial topics in a long-term context. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 08 Jan 2026 - 912 - Inside the Research: Happiness, Jobs Data, and Retirement Questions
What actually shapes life in retirement—your finances, your relationships, or both? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase walk through new research on happiness in retirement and unpack several financial and economic topics that often come up in retirement planning conversations. • Share findings from a 2025 Money and Happiness in America study that looks at how social connection is commonly linked to reported retirement satisfaction. • Talk through research showing how the number of close personal relationships is often discussed when measuring happiness among retirees. • Reflect on how American friendships have changed over time and why staying socially connected is frequently part of retirement lifestyle discussions. • Put into context recent government jobs reports by explaining what unemployment and labor-market numbers generally indicate. • Walk through estate-planning considerations around life insurance, guardians, and trustees that many families review over time. • Cover the core factors people often look at when evaluating bond funds, including yield, duration, expenses, and benchmarks. • Discuss how Roth IRAs, traditional IRAs, brokerage accounts, and HELOCs are commonly weighed when addressing short-term cash needs during real-estate transitions. • Answer listener questions about Roth IRA contributions, in-plan conversions, account-funding priorities, and retirement-plan considerations when changing jobs. The episode keeps the focus on education, context, and real-world questions retirees and pre-retirees are already asking. Listen and subscribe to the Retire Sooner Podcast for ongoing conversations that connect money, lifestyle, and long-term planning—without the hype. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 01 Jan 2026 - 911 - Healthcare, Social Security, and Rate Cuts: Retirement Planning in Today’s Economy
Looking for clear context around today’s most talked-about retirement planning issues? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase present an educational discussion covering healthcare planning, retirement income considerations, Social Security decisions, and how current economic conditions are commonly framed in retirement conversations. • Review current healthcare enrollment periods, including Affordable Care Act considerations, and why coverage timing is often discussed by early retirees. • Illustrate a real-world healthcare planning example that examines estimating and managing medical costs before age 65 using publicly available comparison tools. • Explain recent healthcare policy changes by outlining how subsidy rules and updated federal poverty thresholds are referenced in retirement healthcare planning. • Contextualize recent Federal Reserve rate cuts by discussing how interest-rate changes are typically viewed in relation to mortgages, housing activity, and broader economic conditions. • Address listener questions by outlining commonly discussed considerations around retirement timing, asset allocation approaches, principal-protected notes, and early retirement trade-offs. • Compare Social Security claiming considerations by reviewing trade-offs associated with different filing ages based on individual circumstances. • Clarify how taxable, tax-deferred, and tax-free accounts are often viewed together when discussing overall portfolio allocation. • Share perspectives from retirees on aligning lifestyle goals—such as travel, part-time work, or relocating abroad—with sustainable withdrawal planning discussions. • Reinforce why significant financial and healthcare decisions are commonly reviewed with qualified professionals before implementation. Interested in an educational retirement podcast focused on context, trade-offs, and long-term planning awareness? Listen to this episode and subscribe to the Retire Sooner Podcast for ongoing conversations designed to inform retirement planning decisions—not predict outcomes. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 25 Dec 2025 - 910 - Roth Conversions and Withdrawal Frameworks: Retirement Income Planning
Looking for an educational overview of today’s most commonly searched retirement planning topics? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase provide context around retirement income planning, tax considerations, and widely referenced financial frameworks, helping listeners better understand how these concepts are typically discussed. • Review how Roth IRA conversions are generally evaluated and why converting an entire retirement account balance in a single tax year can materially affect taxable income calculations. • Explain how marginal tax brackets apply to large conversions and why simplified terms like “tax bomb” may not fully reflect how tax liability is determined. • Highlight considerations associated with forgotten or inactive 401(k) accounts and why consolidation is often discussed from an organizational or administrative perspective. • Examine how withdrawal flexibility prior to Social Security eligibility is commonly framed when discussing early-retirement income planning. • Outline factors frequently reviewed when evaluating whether life insurance coverage remains appropriate as family and financial circumstances change. • Clarify how Secure 2.0 legislation outlines limited 529 plan–to–Roth IRA rollovers, including applicable statutory rules, eligibility criteria, and contribution constraints. • Compare the traditionally cited 4% withdrawal framework with alternative retirement income scenarios that include pensions or guaranteed fixed-rate income sources. • Discuss how “dry powder” reserves are often described using bond ETFs or money market ladders within retirement planning conversations. • Evaluate the role small- and mid-capitalization stocks may play alongside large-cap equities within diversified, long-term portfolio discussions. • Reframe home value benchmarks in an inflationary environment while noting why mortgage status is often considered when assessing retirement readiness. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions that explore retirement planning concepts, market context, and long-term financial considerations. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 18 Dec 2025 - 909 - The Saver-to-Spender Shift: Behavioral Drivers of Thoughtful Retirement Planning
Gain a grounded, research-informed perspective on retirement planning in this episode of the Retire Sooner Podcast, where Wes Moss and Christa DiBiase examine the emotional, behavioral, and organizational factors that often influence how individuals approach life after work. This conversation highlights commonly referenced frameworks and planning considerations, offering context for listeners seeking to better understand the many moving parts of a thoughtful retirement process. • Explore the behavioral and psychological dynamics behind transitioning from a saver mindset to a spending mindset in retirement, including the frequently cited “millionaire’s paradox.” • Understand how creating a written retirement plan may help provide structure, along with why general withdrawal frameworks—such as the commonly referenced 4%+ rule—are used for discussion rather than as recommendations. • Consider approaches for maintaining emotional objectivity when making financial decisions throughout retirement. • Reflect on why some financial professionals continue working and how their experience may contribute to broader retirement-planning conversations. • Review the potential role a fiduciary or financial advisor may play in helping individuals identify common planning pitfalls, organize long-term strategies, and evaluate tax and estate considerations. • Identify widely used criteria for assessing whether a fiduciary advisor aligns with an individual's values, communication preferences, and planning philosophy. • Explore end-of-year tax-related considerations—including SALT limits, charitable deduction rules, HSAs, clean-energy credits, bonus depreciation provisions, and updates to 529 plan flexibility—while recognizing that tax implications depend on each household’s specific circumstances. • Evaluate the educational value some families see in establishing custodial investment accounts for children or grandchildren as part of broader financial learning. • Assess the administrative reasons some individuals review whether consolidating retirement accounts may support clearer oversight of their financial landscape. If you're interested in expanding your understanding of the factors that may shape retirement decision-making, this episode offers context to help you think through your own process. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions centered on thoughtful, well-informed retirement planning. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 11 Dec 2025 - 908 - Your Guide to Today’s Highly Searched Retirement Questions
Stay informed about today’s highly-searched retirement and financial planning topics in this new episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase. Gain clear, accessible context on economic trends, retirement rules, portfolio structures, and planning conversations that are shaping long-term decision-making discussions. • Explore how the proposed 50-year mortgage is influencing conversations around affordability, home-equity timelines, and shifting real estate structures. • Recognize how the K-shaped economy reflects differing financial experiences across households and shapes discussions about consumer sentiment and wealth-building patterns. • Clarify how mortgage leverage and ultra-long terms relate to borrowing structures, payoff timelines, and the considerations homeowners may evaluate. • Understand how equal-weighted investing frameworks are designed to help distribute exposure more evenly across sectors to address concentration awareness. • Review how equal-weighted and sector-weighted ETFs and mutual funds structure market exposure and present alternative allocation methodologies. • Assess the factors often discussed when evaluating early Social Security filing, especially when immediate income needs are already met. • Compare modeled scenarios that illustrate how different 401(k) contribution timelines can affect projected balances under various assumptions. • Examine informational considerations for highly compensated employees, including restoration plan structures, tax mechanics, and withdrawal rules. • Weigh the structural differences between W-2 and 1099 income in high-income medical professions, including taxation, liability frameworks, and benefits access. • Explore available approaches for high earners encountering Roth IRA limits, such as after-tax contributions, mega-backdoor Roth structures, and ETF allocation strategies. • Hear listener questions addressing savings habits, employer-plan options, and retirement-plan mechanics discussed in real-world scenarios. • Identify informational steps that may support ongoing awareness throughout different stages of retirement planning. If you want to stay current on the retirement conversations shaping today’s financial landscape, listen and subscribe to the Retire Sooner Podcast. Join Wes Moss, Christa DiBiase, and the Retire Sooner community for grounded, ongoing discussions aimed at helping listeners stay informed and intentional about long-term planning. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 04 Dec 2025 - 907 - Retirement Catalysts: The Moments That Can Shift Your Financial Future
Are you prepared for the major life catalysts that may influence your retirement planning and long-term lifestyle? In this episode of the Retire Sooner Podcast, Wes Moss and Producer Mallory highlight key moments that can shape financial decisions, expectations, and overall well-being. • Explore how the “Retire Sooner Richter Scale” frames the relative influence of major life catalysts on retirement planning. • Recognize how family transitions—college milestones, caring for aging parents, or losing a spouse—may shift emotional, logistical, and financial considerations. • Consider how relationship changes, such as marriage, remarriage, or divorce, may alter household finances and planning priorities. • Evaluate how moving, home renovations, or major projects can temporarily affect budgets and long-term plans. • Embrace core pursuits, travel decisions, and lifelong learning as accessible ways to support purpose and engagement in retirement. • Assess job changes, early retirement offers, or selling a business as catalysts for reassessing benefits, income, and next-phase goals. • Acknowledge that inheritance may help, but generally works best as a supplemental planning element. • Track milestone ages—59½, 62, 65, 67, 70, 73—that align with key retirement, Social Security, and healthcare rules. • Explore “unretirement,” including part-time work or renewed professional involvement. • Monitor market conditions and potential tax law changes that may influence planning assumptions. • Prioritize reducing debt, including mortgages, to support long-term flexibility. • Anticipate long-term care needs and evaluate available coverage options. • Update estate documents—wills, trusts, and powers of attorney—as circumstances evolve. If you want a concise, research-informed overview of catalysts that may influence retirement readiness, this episode delivers meaningful context. Listen and subscribe to the Retire Sooner Podcast, and share it with someone who may appreciate clear, objective discussions around long-term financial planning. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 27 Nov 2025 - 906 - Planning Clarity: Family Support, Tax Rules, and the Workforce of Tomorrow
Ready to explore the real questions shaping today’s retirement conversations? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase respond to listener scenarios on family financial decisions, workplace retirement plans, and the changing job landscape—offering context to help listeners better understand the factors involved in long-term planning. In this episode, you’ll: • Explore how non-monetary inheritance can influence family values, expectations, and financial communication across generations. • Review key considerations when evaluating whether to help adult children with debt while maintaining alignment with your own financial priorities. • Understand how focusing on personal financial stability can contribute to more durable and sustainable multigenerational planning. • Clarify what may occur when accessing target date funds and how portfolio allocation generally functions within workplace retirement plans. • Analyze the current discussion surrounding backdoor Roth IRA strategies in connection with 2025 tax legislation and broader tax-advantaged planning choices. • Assess situations that may prompt a review of your financial plan, including market fluctuations, life transitions, or meaningful changes in account balances. • Highlight World Economic Forum projections on how artificial intelligence may influence workforce trends and job categories over the coming years. • Identify occupations that may evolve, contract, or emerge as technology expands—from smart-home system roles to next-generation agricultural positions. • Compare traditional and Roth considerations commonly discussed within the FIRE community across various income situations. • Outline factors individuals may consider when receiving lump-sum back pay, including potential implications for overall financial planning. • Enjoy a lighthearted discussion about Gala versus SnapDragon apples and how everyday preferences can reflect broader spending habits. • Examine how fixed-income sources can be viewed within the context of an individual’s overall retirement framework. This episode provides clear, educational discussion for anyone seeking to deepen their understanding of retirement-related topics. Listen and subscribe to the Retire Sooner Podcast to stay connected to future conversations. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 20 Nov 2025 - 905 - Retirement Planning Insights: Housing Market, Investment Decisions, and Life Purpose After 50
Ready to explore thoughtful, research-driven ways to help plan for financial confidence and fulfillment in retirement? In this episode of The Retire Sooner Podcast with Wes Moss and Christa DiBiase, the hosts unpack timely topics around housing trends, investment considerations, and purposeful living—helping listeners make informed, values-based decisions for their next chapter. • Review current housing market trends and how shifting buyer and seller dynamics may be influencing property values across the U.S. • Identify regions where housing supply and demand are changing, and how local factors might shape opportunities for homeowners and prospective buyers. • Clarify the relationship between Federal Reserve rate changes and mortgage rates, and understand the broader economic influences that affect borrowing costs. • Compare the considerations of maintaining retirement assets in a TSP versus transferring to another investment platform, including factors like plan flexibility, fees, and ERISA protections. • Evaluate ways to balance cash, bonds, and equities in a diversified portfolio when interest rates fluctuate, keeping long-term goals and risk tolerance in focus. • Discuss how Treasury Inflation-Protected Securities (TIPS) and TIPS ladders might function as inflation-aware options within a retirement income strategy. • Explore the potential role of dividend-paying stocks in retirement portfolios, recognizing both their income potential and market risk factors. • Reflect on the story of a 58-year-old who joined a college football team, illustrating how personal growth and purpose can possibly remain central at any stage of life. • Hear examples of retirees finding meaning in second careers, creative work, and volunteer efforts, highlighting how purpose may support emotional and financial well-being. • Consider how partnering with a fiduciary financial advisor can sometimes help you evaluate choices, understand trade-offs, and create a plan that aligns with your family’s priorities. Stay informed and intentional as you think through what your own version of a fulfilling, financially confident retirement could look like. Listen and subscribe to the Retire Sooner Podcast for thoughtful discussions on investing, financial planning, and attempting to live a happier, more purposeful life in retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 13 Nov 2025 - 904 - COLA Updates, AI, and Diversification: Mapping the Modern Retirement Landscape
Stay informed about the changing retirement landscape with hosts Wes Moss and Christa DiBiase as they unpack today’s relevant financial topics—from the growing influence of AI-related stocks to strategies for maintaining a well-balanced retirement plan. This episode of the Retire Sooner Podcast focuses on education, awareness, and practical insights to help you better understand the factors that can potentially shape your long-term financial journey. • Explore how AI-related stocks are influencing the S&P 500 and what increased market concentration may mean for maintaining a diversified investment mix. • Review thoughtful rebalancing considerations designed to help preserve diversification across asset classes—including small caps, mid caps, international equities, and fixed income. • Understand the structure and potential risks of employee stock purchase plans (ESPPs), including holding periods and portfolio exposure considerations. • Clarify what the idea of a “million-dollar retirement” represents by examining how individual goals, income needs, and household spending habits differ. • Consider long-term planning concepts such as Roth IRA conversions for inherited assets and the potential benefits of engaging multiple generations in family financial discussions. • Examine the latest Social Security Cost of Living Adjustment (COLA), how it compares historically, and common perspectives regarding future program sustainability. • Evaluate options for managing excess savings allocated toward shorter-term goals—such as travel or home projects—based on time horizon and comfort with potential market movement. • Discuss flexible withdrawal and income planning considerations that may help support the transition from early retirement to Social Security eligibility. Enhance your financial awareness and stay up to date with the Retire Sooner Podcast. Listen and subscribe for educational discussions on market trends, retirement fundamentals, and strategies to help you make well-informed financial decisions. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 06 Nov 2025 - 903 - Clark Howard Joins Wes Moss to Discuss Market Context, Investor Behavior, and Retirement Trends
In this special episode of The Retire Sooner Podcast, Wes Moss speaks with nationally recognized consumer advocate Clark Howard about current topics shaping the financial and retirement landscape. Their conversation centers on how investors can think more clearly about markets, behavioral finance, and long-term planning in today’s changing economy. • Discuss how shifting economic conditions are influencing how Americans view retirement readiness. • Review market valuation trends and how historical context can inform today’s conversations around investing. • Compare different investment philosophies that emphasize patience, discipline, and perspective. • Examine how technological advancements, including artificial intelligence, may affect corporate performance and investor sentiment. • Consider the concentration of large-cap companies in market indexes and what that means for diversification discussions. • Recognize the role of behavior and emotion in financial decision-making, especially during market volatility. • Reflect on lessons from past market cycles that highlight the importance of long-term participation and steady perspective. • Address common retirement concerns, such as inflation and uncertainty, through the lens of thoughtful financial planning. • Explore the emergence of private equity options in retirement plans and potential considerations around structure, transparency, and access. • Emphasize the value of continued education and awareness in navigating evolving retirement landscapes. This conversation between Wes Moss and Clark Howard focuses on education, context, and perspective—helping listeners stay informed about financial and retirement trends. Listen and subscribe to The Retire Sooner Podcast for ongoing discussions that encourage thoughtful understanding of markets, money, and financial planning concepts. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 30 Oct 2025 - 902 - How Private Equity, 401(k) Changes, and Emerging Trends May Be Reshaping Retirement Planning
Ready to approach retirement with clarity and confidence? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase discuss how private equity, 401(k) plan developments, and evolving retirement planning trends are shaping today’s investing landscape—helping listeners stay informed and intentional about their long-term financial goals. • Explore how private equity is being considered for inclusion in 401(k) plans, what this potential change could mean for plan sponsors, participants, and the broader retirement system, and understand how it differs from related categories like private credit and private infrastructure—including key factors to consider when evaluating these alternative investments. • Hear Wes and Christa respond to listener questions about teaching financial values, communicating about family wealth, and encouraging healthy money discussions at home. • Discuss the Financial Independence, Retire Early (FIRE) movement, and how reaching certain savings milestones—such as $1 million—can offer flexibility without guaranteeing financial independence or early retirement. • Consider the reasoning behind more conservative portfolio allocations being discussed in today’s market and how they may relate to broader investment risk and retirement planning themes. • Review how private equity funds may be structured within 401(k) plans, including their potential advantages, limitations, and regulatory considerations. • Compare Roth and traditional 401(k) options as Wes and Christa emphasize how employers can foster education and awareness—without directing individual investment decisions. • Learn how inherited IRAs and 401(k)s, along with community property laws, can affect Required Minimum Distributions (RMDs) and estate planning outcomes. • Examine how covered call ETFs may function within a diversified portfolio, including the potential trade-offs between income generation and growth opportunities. This episode offers thoughtful discussions to help listeners stay educated about current financial topics without making predictions or recommendations. **Listen and subscribe to the **Retire Sooner Podcast for ongoing educational conversations that promote understanding, balance, and informed decision-making in your retirement planning journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 23 Oct 2025 - 901 - From “Set” to “Settled”: Finding Confidence and Calm in Your Financial Life | Retire Sooner Podcast
Join Wes Moss and Christa DiBiase on the Retire Sooner Podcast, where real-life financial questions meet clear, grounded discussions about retirement planning, investing, and financial wellbeing. This episode explores practical ways individuals can make informed decisions, manage uncertainty, and approach retirement with more clarity and confidence. • Review how the current bull market compares to past market cycles and what history may suggest about long-term investment behavior. • Reflect on the difference between being financially “set” and emotionally “settled” when preparing for retirement. • Evaluate potential considerations when choosing to pay down a mortgage or allocate extra cash toward long-term financial goals. • Understand how 401(k) providers record traditional and Roth contributions and maintain accurate tax reporting for participants. • Compare UGMA/UTMA custodial accounts and 529 plans as common education savings options, each with unique features and limitations. • Recognize that effective financial planning includes lifestyle, estate, tax, withdrawal, and healthcare considerations—not just investment management. • Discuss common causes of retirement-related anxiety and explore approaches that can help promote greater financial peace of mind. • Clarify how management fees appear in fund performance and why transparency matters when reviewing investment options. • Comprehend the pros and cons of financial planners who communicate clearly, align with your comfort level, and structure their services to support your individual needs. • Consider how consistent investing through dollar cost averaging has sometimes reduced emotional reactions to short-term market volatility. Listen and subscribe to the Retire Sooner Podcast for thoughtful conversations about retirement planning, financial confidence, and long-term investing strategies that can help you navigate your own financial journey with purpose. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 16 Oct 2025 - 900 - The American Dream Reset: Retirement Costs, Inflation, and Savings Strategies
Curious how today’s costs, inflation trends, and shifting expectations are shaping the American Dream? Join Wes Moss and Christa DiBiase on the Retire Sooner Podcast as they provide context on financial headlines, explore common planning questions, and share research-informed insights for your retirement journey. • Explore the discussion around what it may take to reach the American Dream and whether a $5 million lifetime target is a realistic benchmark. • Review how inflation has historically influenced the stock market and why the concept of a “Goldilocks zone” may be relevant for long-term investors. • Compare how inflation can affect different categories of stocks, including dividend-paying and growth-oriented companies. • Discuss what pursuing a CFP designation or considering a late-stage career shift into financial planning might involve. • Consider how high-yield bond ETFs are typically viewed in the marketplace and why “junk bonds” continue to spark debate among investors. • Examine different ways couples might think about retirement savings benchmarks—whether by age-based charts or total household goals. • Illustrate the role of compound growth in both saving and investing when working toward retirement readiness. • Highlight factors to weigh when assessing whether to maintain or drop life insurance as retirement approaches, including debt, dependents, and overall assets. • Outline new Secure 2.0 provisions that allow certain 529 plan funds to be redirected to Roth IRAs for children. • Showcase how automation and behavioral systems can encourage consistent savings habits across different income levels and career stages. Every financial situation is unique, but gaining context can help make more informed choices. Listen now and subscribe to the Retire Sooner Podcast for ongoing conversations that keep you engaged with today’s retirement and financial planning landscape. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 09 Oct 2025 - 899 - Retirement Planning Insights, TSP Education, and Family Money Conversations
Explore practical retirement planning strategies and gain clarity on key financial decisions in this engaging episode of the Retire Sooner Podcast. Wes Moss and Christa DiBiase discuss common questions and considerations for savers and soon-to-be retirees, providing perspectives on investment options and long-term planning frameworks. • Discover how a focused 30-minute financial conversation between spouses about income, assets, and liabilities can reduce uncertainty and help families feel more organized and informed in their money matters. • Understand why nearly half of Americans do not have a written financial plan and what this may indicate for retirement preparedness. • Clarify retirement account protections within TSPs, along with rules for required minimum distributions (RMDs) and available investment options after age 73. • Examine UTMA and UGMA accounts for minors, including potential tax implications, gifting considerations, and impact on financial aid eligibility. • Consider when a financial planner may be appropriate, approaches to managing planning-related FOMO, and the features of advisory services offered by various firms. • Explore the 0.01% Rule of thumb and how it may guide thinking about saving versus spending without implying specific outcomes. • Review historically effective withdrawal rates, including whether a paid-off home could influence planning assumptions and evolving perspectives on the 4% rule of thumb. • Assess strategies such as “buy, borrow, die”, including potential tax considerations, leverage, and portfolio risk factors. • Compare keeping assets in a TSP for Roth conversions versus transferring them to another custodian, considering fees and investment options. Gain perspective and knowledge to help support thoughtful retirement planning decisions—listen now to the Retire Sooner Podcast. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 02 Oct 2025 - 898 - Fed Actions, 72(t) Rules, and Investment Strategies: Retirement Planning Made Clear
Gain a clear perspective on retirement planning in this episode of the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase, where listener questions meet the latest financial planning insights. Discover practical considerations that can help inform decisions about your long-term financial strategy. • Examine how the Federal Reserve’s interest rate cut may influence mortgages, loans, and stock market activity. • Understand why homeowners may appear “locked in” to current mortgage rates and explore potential shifts in housing trends. • Explore how the Fed balances inflation with employment data and what this could mean for your financial outlook. • Review historical stock market outcomes following Fed rate cuts near all-time highs. • Consider strategies for small business growth, including business checking accounts and high-yield options. • Compare dividend reinvestment with manual reallocation to assess approaches for your retirement phase. • Navigate backdoor Roth IRA contributions, conversions, gains, and tax-efficient dollar-cost averaging. • Address common retirement questions and explore planning steps that may provide financial clarity. • Benchmark savings against national averages and examine actionable retirement milestones. • Utilize spousal IRAs to maintain contributions while transitioning toward retirement. • Understand 72(t) IRA withdrawals and evaluate flexibility for early retirement considerations. • Assess ultra-high-yield ETFs and review the potential risks of concentrated portfolios. Listen and subscribe to the Retire Sooner Podcast to stay informed and explore considerations that can support your financial planning and retirement goals. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 25 Sep 2025 - 897 - 5 Investing Pillars & Tax Tips for Retirement Planning
Gain clarity on investing and retirement planning with this engaging episode of the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase. Whether you’re navigating strong markets or uncertainty, this conversation provides frameworks and explanations to help support your retirement planning. • Unpack five pillars of investing that may guide decision-making across both strong and volatile markets. • Clarify how capital gains tax rates work, including how some investors may stay in the 0% long-term bracket under current tax law. • Address listener questions on diversification, from S&P 500 funds to total market and international fund considerations. • Examine how required minimum distributions (RMDs) may fit into retirement withdrawals alongside concepts such as the 4% rule. • Break down cost basis options with Vanguard and explain how tax-loss and tax-gain harvesting may impact your returns. • Highlight the new, increased senior tax deduction window (2025–2028) and what it could mean for retirees. • Consider strategies for investing short- and intermediate-term savings for kids and teens by aligning time horizon with risk. • Evaluate why choosing a reputable investment custodian may matter and what questions can be asked about where assets are held. Stay informed and proactive—listen now and seek to expand your understanding of investing and tax planning. Subscribe to the Retire Sooner Podcast for weekly conversations designed to keep you engaged with today’s financial landscape. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 18 Sep 2025 - 896 - Maximize Retirement Income & Plan for Early Financial Freedom
Curious how to manage your 401(k), Social Security, and retirement withdrawals in today’s market? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase break down practical strategies for navigating retirement planning, taxes, and investment decisions so you can make informed choices for your financial future. • Examine why a strong stock market may not reflect the real economy and what seems to be influencing current market movements. • Break down company stock in 401(k)s and explore how net unrealized appreciation (NUA) can affect tax planning. • Explore listener examples of balancing Social Security benefits and retirement account withdrawals to create a thoughtful income plan. • Review early retirement rules, including 457 plans, 72(t) distributions, and the rule of 55, and how they often impact access to funds. • Analyze estate planning mistakes, even among high-profile cases, to understand potential pitfalls and planning considerations. • Compare brokerage accounts, investment research tools, and target-date funds to evaluate what may fit your individual situation. • Evaluate the trade-offs between mortgage payoff strategies and staying invested when interest rates fluctuate. • Clarify how Roth 401(k) and IRA withdrawal rules differ before age 59 ½ and what that could mean for accessing retirement funds. Gain actionable insights and considerations to help make informed retirement planning decisions. Listen now and subscribe to the Retire Sooner Podcast to stay updated on the key factors shaping today’s financial planning and retirement strategies. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 11 Sep 2025 - 895 - Balancing Stability and Growth in Today’s Retirement Landscape
Ready to explore new perspectives on retirement planning? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine money, markets, and financial strategies, highlighting ways thoughtful planning may help support financial confidence. · Review how stock dividends have historically compared with bond interest over the long term. · Explain total return as the combination of growth and income, and discuss how it relates to inflationand purchasing power. · Compare the historical performance of stocks and bonds and outline the effects of compounding over decades. · Consider the role of bonds in a portfolio, particularly for those seeking stability and diversification. · Address listener questions on money supply, cash reserves, risk tolerance, and the potential influence of guaranteed income sources on retirement timelines. · Explore options for self-employed retirement savings, including the flexibility of solo 401(k) plans. · Reflect on the psychological value of having a financial plan during periods of market uncertainty. · Highlight trends in U.S. manufacturing productivity, including the impact of AI, robotics, and Midwest innovation. · Discuss approaches to balancing an emergency fund with retirement contributions, and review considerations around Roth accounts. · Examine practical examples of retirement-related decisions, such as early home purchases, Roth IRA conversions, and considerations for taxes, Social Security, and pensions. Gain insights into the discussions shaping retirement planning and investing today. Listen and subscribeto the Retire Sooner Podcast to explore more perspectives that can help guide your financial journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 04 Sep 2025 - 894 - Social Security, Taxes, REITs, and More: Exploring Key Retirement Planning Topics
Discover how money choices today can influence your financial confidence and retirement happiness in this engaging episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase. Gain perspective on retirement planning strategies, Social Security rules, tax considerations, and investing trends that could shape your financial journey. • Examine how large IRA withdrawals—such as those used for home renovations—can affect Medicare premiums, and consider strategies to help manage taxable income. • Break down the concept of tokenization in investing as Robinhood and the SEC highlight this trend, and think about the possibilities for fractional ownership in the future of investing. • Weigh the trade-offs between applying rental income toward your mortgage principal versus investing it for long-term retirement flexibility. • Clarify how Social Security survivor benefits may extend to grandchildren, what dependency rules apply, and why guardianship status alone may not be enough. • Review why withdrawal planning and tax awareness—including the value of professional guidance—remain key components of effective financial planning for retirement. • Learn how capital gains tax brackets work and why timing investment sales can play a role in overall tax outcomes, especially for families with changing incomes. • Assess the role of REITs (Real Estate Investment Trusts) within a diversified investment approach and what to weigh when considering them as part of your retirement income plan. • Explore the growing use of artificial intelligence in financial planning, from investment research to estate modeling, while keeping in mind its potential benefits and current limits. Stay informed, stay engaged, and stay confident in your path forward. Listen and subscribe to the Retire Sooner Podcast for thoughtful conversations that support a fulfilling retirement journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 28 Aug 2025 - 893 - From Asset Allocation to Market Trends: Tools for Thoughtful Retirement Planning
Get ready to rethink retirement with Wes Moss and Christa DiBiase as they examine the realities of investing, financial security, and planning for a fulfilling future. This episode of the Retire Sooner Podcast delivers actionable insights, practical frameworks, and real-world examples to inform your retirement planning decisions. Hear a retirement story illustrating how asset allocation strategies can change over longer time horizons. Explore how retirees might evaluate investment choices when guaranteed income streams exceed spending needs. Question the traditional “own your age in bonds” rule and consider how personal comfort with market risk can shape retirement planning. Understand the Federal Reserve’s influence on interest rates and what rate changes may mean for savings, housing, and the broader economy. Examine the inverted yield curve and consider historical patterns regarding economic slowdowns. Identify market sectors, including consumer staples and utilities, that may show relative stability during market fluctuations. Clarify misconceptions about global stock market capitalization and assess how international diversification may fit into a retirement plan. Review the 6% test as a framework for comparing pension lump sum options and monthly payments. Consider wealth-building benchmarks and habits for younger savers that support gradual accumulation over time. Explore irrevocable trusts and other legal strategies that may help manage and protect certain assets. Listen as Wes and Christa address listener questions covering retirement planning considerations across different life stages. Empower yourself with knowledge and thoughtful considerations for your financial future. Listen and subscribe to the Retire Sooner Podcast for weekly discussions on investing, retirement planning, and financial security 🎧 Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 21 Aug 2025 - 892 - Balanced Investing, Roth Conversions & Estate Planning Strategies
Tired of sifting through retirement noise and myths? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase unpack practical strategies and honest conversations to help you navigate your retirement journey with confidence—wherever you may stand today. • Question what "Is the 60/40 Dead?" means for balanced investing and consider how classic stock/bond allocations might still fit modern portfolios. • Analyze the evolution of balanced portfolios and prioritize flexibility and personalization to match your unique goals. • Evaluate the benefits of working with a fiduciary advisor versus managing a low-cost index fund portfolio on your own. • Clarify the mechanics of Roth conversions, including tax management, employer plan rules, and common pitfalls like the pro rata rule. • Assess the advantages and drawbacks of using self-directed brokerage windows within your 401(k) and identify key considerations. • Uncover the realities behind the Great Wealth Transfer and plan for receiving and leaving inheritances thoughtfully with estate planning insights. • Emphasize the importance of communicating family values and wishes about money to help facilitate smoother inheritance discussions. • Compare the tax efficiency of target-date ETFs versus mutual funds when shaping your taxable investment approach. • Decode fully paid lending programs from brokerages such as Fidelity and weigh the implications of loaning your stock holdings. • Consider appropriate asset allocations for elder care responsibilities when acting as a power of attorney, factoring in rising costs and longevity. Empower your retirement future with practical, actionable knowledge from this episode. Listen and subscribe to the Retire Sooner Podcast to stay informed on real-world financial strategies that may help support your goals. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 14 Aug 2025 - 891 - Retirement Catch-Up Strategies, Social Security Timing & Essential Planning Insights
Kickstart your journey to a happier, earlier retirement with this high-energy episode of the Retire Sooner Podcast, where Wes Moss and Christa DiBiase tackle real listener questions and spotlight flexible strategies that could help you build a more confident retirement plan. Whether you're in your 40s, 50s, or beyond, get motivated to consider meaningful actions—starting now. • Jump-start your savings approach in your 40s and 50s, even if you're just beginning to focus on retirement. • Unlock the “50+ Retirement Catch-Up Toolbox” with tools like Roth conversions, HSAs, and enhanced contribution limits. • Discover what’s ahead with new “super catch-up” contribution rules and upcoming IRS changes that may impact your planning. • Maximize your Social Security outlook by understanding how the timing of withdrawals could influence your benefits. • Hear how annuities and home equity were discussed as potential components in long-term financial planning. • Tune in to real-world stories from listeners managing late-in-life parenting, mortgages, and the pursuit of financial independence. • Reconsider the risks and rewards of penny stocks with a balanced conversation about their place in a retirement portfolio. • Weigh the role of pensions in your overall asset allocation for a more personalized investment approach. • Rethink your withdrawal game plan with a closer look at the 4% rule—its origins and relevance today. • Confront concerns around global exposure by reviewing how emerging markets and China-related investments might affect your portfolio. • Strengthen your retirement mindset with income-focused planning designed to help support a more stable financial future. Get energized with actionable ideas and relatable stories that help make retirement planning feel more approachable. 🎧 Listen and subscribe to the Retire Sooner Podcast to join a community focused on financial clarity and living a purpose-filled retirement. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 07 Aug 2025 - 890 - Are You Richer Than You Think? Retirement Benchmarks and Planning Insights
Think you might be richer than you realize? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine realistic benchmarks and practical frameworks for retirement planning. • Define what the “rich ratio” means and consider how it may reframe your retirement outlook. • Compare your savings habits to U.S. medians to understand the broader landscape. • Acknowledge that building wealth typically occurs over long periods and that consistency can be meaningful. • Discuss research on how happiness and financial confidence often plateau beyond certain savings levels. • Evaluate the roles of traditional and Roth IRAs, 457(b)s, pensions, and brokerage accounts to support flexibility. • Identify scenarios where a standalone brokerage account may be unnecessary for certain savers. • Consider a target date fund allocation approach that may better align with your stated risk tolerance. • Weigh convenience, costs, and tax features of index mutual funds versus ETFs, including changes following a major fund industry patent expiration. • Clarify how the Net Unrealized Appreciation (NUA) rule for company stock in 401(k)s works and where tax treatment can differ. • Review key factors when choosing between a state pension plan and a self directed plan for teachers and public employees. • Position specialized pension income, including Railroad Retirement, as part of a base income layer within an overall plan, subject to program rules. • Incorporate year round tax planning as a component of a well documented retirement strategy, noting that individual circumstances vary. Listen and SUBSCRIBE to the Retire Sooner Podcast for weekly educational conversations that can inform more confident financial decision making. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 31 Jul 2025 - 889 - What If Everything You Knew About Retirement Was Wrong?
Think you know the rules of thumb for retirement and investing? Think again. On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine common money myths and respond to listener questions that may reshape how you approach your financial future. What you'll explore in this episode: • Begin investing at any income level by seeing how access to markets has evolved. • Focus on long-term participation instead of trying to perfectly time the market. • Revisit the role of cash in your strategy and reflect on whether “cash is king” still holds. • Understand why not all bonds carry the same level of risk, despite common assumptions. • Consider how long-term investing differs from gambling based on historical probabilities. • Explore modern tools and AI platforms that can support your portfolio analysis. • Avoid the comparison trap by staying grounded in your personal financial goals. • Compare the potential uses of whole life insurance versus long-term investing in special needs planning. • Remember that market declines only become losses when assets are sold. • Recognize the limitations of using past performance to estimate future outcomes. • Examine whether real estate consistently appreciates by looking at real-life exceptions and patterns. • Shift your perspective from outperforming the market to maintaining a long-term plan. • Emphasize the importance of hobbies and social connections alongside financial readiness in retirement. • Track your accounts and consider when changes to a managed portfolio may be appropriate. • Reassess how supplemental funds—like vacation accounts—fit into your broader plan and tax picture. • Simplify charitable giving by analyzing options such as donor-advised funds and intentional planning. 🎧 Listen today and subscribe to the Retire Sooner Podcast for thoughtful insights to help guide your retirement journey._ Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 24 Jul 2025 - 888 - What Every Retiree Needs to Know About Social Security, Trusts, and Retirement Withdrawals
Take the next step in your retirement planning. Tune in to the latest episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase, where you'll hear thoughtful, real-world insights designed to help you make informed financial decisions and pursue a more confident, purposeful retirement. • Explore ways to optimize Social Security benefits, including timing strategies, spousal considerations, and personalized withdrawal approaches. • Understand common sources of retirement anxiety, even among high-net-worth individuals, and consider approaches for managing emotional and financial uncertainty. • Learn how trusts can support estate planning goals, from avoiding probate to managing real estate assets within your long-term financial plan. • Consider retirement account strategies such as the Rule of 55, Roth conversion timing, and prioritizing tax-efficient cash flow. Review your investment mix by comparing target date funds and balanced funds, and evaluate which may better align with your risk tolerance and retirement timeline. • Weigh different withdrawal strategies by comparing the timing of distributions from retirement accounts versus claiming Social Security. • Examine how 529 plans and Roth IRAs may fit into your education and retirement planning—especially if you’re part of a high-income household navigating recent tax law changes. Compare the structure and features of S&P 500 mutual funds and ETFs to help determine which may be more appropriate for your investment preferences. 🎙️ Subscribe** and listen to the Retire Sooner Podcast today** for thoughtful conversations that can support your journey toward long-term financial well-being. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 17 Jul 2025 - 887 - Roth Rules, Pension Puzzles, and Real Retirement Stories: Your Questions Answered
In this episode of the Retire Sooner podcast, Wes Moss and Christa DiBiase respond to listener questions and explore practical approaches to navigating retirement, investing, and financial planning. • Discover a common Roth IRA misstep that can lead to unexpected taxes in retirement and learn how to approach it with more clarity. • Explore the process of rolling over a Roth 401(k) into a Roth IRA and how the five-year rule of thumb might impact your withdrawal timeline. • Hear real-world scenarios that highlight different outcomes based on how long your Roth accounts have been in place. • Understand how to approach IRA rebalancing, including what to consider when dealing with concentrated stock positions and market changes. • Compare Social Security and police pension benefits while examining updates to the Social Security Fairness Act and what it could mean for spousal coverage. • Consider the use of retirement income projection tools and how applying more conservative assumptions may help you plan with greater confidence. • Reflect on a “retirement love letter” that reveals three powerful themes behind a fulfilling retirement: financial flexibility, lifestyle design, and intentional planning. • Follow the story of a couple who built a $6 million net worth, established six income streams, and prioritized meaningful pursuits and family in retirement. • Explore why consistent movement and a sense of adventure are strongly connected to retirement satisfaction—and how shared community living can sometimes support both. • Examine how changing family dynamics may shift your highest spending years later in life and why it matters for long-term planning. • Get a clearer understanding of buffered index-linked notes, including their structure, potential costs, and how they differ from ETFs and other options. • Learn how to calculate the present value of a pension using basic inputs such as years of service and average salary. • Hear answers to more listener questions, including how stay-at-home spouses may qualify for Social Security and what pensions might mean for younger professionals. Listen now to explore thoughtful planning strategies, real retirement stories, and insights that can help you design a future with more purpose and peace of mind. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 10 Jul 2025 - 886 - From FOMO to Focused: Retirement Strategies for Market Volatility and Asset Allocation
In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase explore the role of dry powder assets in retirement planning and revisit “FOMO Freddie”—a cautionary character representing the risks of chasing investment trends without a long-term strategy. 🚀 They discuss why trend-chasing can be detrimental and how aligning with a consistent investment approach may help support long-term outcomes. You’ll hear comparisons of various investment styles—index, value, growth, momentum, and minimum volatility—and the potential drawbacks of “style timing” versus maintaining a steady allocation. The episode also covers listener questions around portfolio transitions, including strategies for minimizing market disruption when moving IRAs or 401(k)s. Additional topics include: • Understanding TreasuryDirect accounts like I Bonds and EE Bonds • Key risks of Market Linked Notes, including credit and liquidity concerns • The “three-year dry powder” rule of thumb as a retirement buffer • Age-based asset allocation considerations, including I Bonds as a potential emergency fund component for younger investors • Considerations around high-yield municipal bond funds, especially for tax-conscious, high-net-worth retirees • Factors to weigh when deciding whether to work with a financial advisor, including costs and allocation structure Looking for help to strengthen your financial plan? Tune in for thoughtful insights to help you navigate market decisions with clarity and caution. For additional resources, visit yourwealth.com. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 26 Jun 2025 - 885 - Keys to Early Retirement: Rule 72(t), New Research, Investing Insights, and Lasting Happiness
Dreaming about retiring early, but worried you’ll never have enough? On this episode of Retire Sooner with Wes Moss, Wes and Christa DiBiase break down powerful strategies and mindset shifts that could help folks retire sooner and happier, including: • Tap Your IRA Early—Penalty-Free: Learn how Rule 72(t) and SEPPs can sometimes unlock your IRA before many expect and how that might help customize an early retirement plan. • Rule of 55 vs. Rule 72(t): Compare two powerful early withdrawal strategies and discover which one could work for your retirement timeline. • Smart Rollover and Roth Moves: Wes tackles listener questions on IRAs, dry powder strategy, and recovering from past investing mistakes. • S&P 500 or Total Market Index? Find out which fund could fit your growth goals—and why broad diversification is often a winning strategy. • The Real Source of Retirement Happiness: New research reveals it’s not just money—core pursuits like travel, hobbies, and connection can fuel lasting joy. • Annuities & Life Insurance—Worth It? Explore the pros, cons, and ideal timing for annuities and whole life policies in your retirement plan. Let years of retirement planning, actionable anecdotes, relatable listener questions, and eye-opening research fine-tune your investment and happiness game plan. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 19 Jun 2025 - 884 - Are Earnings Everything? Plus More Strategies To Boost Long-Term Investing and Retirement Planning
Explore powerful, often-overlooked retirement tactics—like the Rule of 55 and the 62/70 Social Security strategy—and hear listener questions answered by Wes and Christa to help you build an effective, income-focused financial future. 🎯 • Are corporate earnings the #1 financial metric for long-term investors to track when making better investment decisions? • Learn how to evaluate earnings per share (EPS) and earnings growth when investing in individual stocks or index funds. • Should retail investors join earnings calls—or is it better to focus on broader S&P 500 earnings trends? • Understand how proxy voting works and whether your shareholder vote might impact company decisions. • Get insight on the “62/70” Social Security strategy—why one spouse claiming early while the other waits may optimize retirement income and possibly protect surviving spouses. • Explore the Rule of 55, which lets you withdraw from your 401(k) without penalties starting at age 55, years earlier than the standard 59½ rule. Learn the critical conditions and employer plan requirements that determine Rule of 55 eligibility. • Discover how a “reverse rollover,” for those who choose it, could unlock penalty-free access to retirement savings by shifting IRA funds into a qualifying 401(k). • Understand the pros and cons of rules-based ETFs and factor investing versus traditional low-cost index funds. • Hear Wes’s take on expense ratios, investment screening methods, and how to align your portfolio with your beliefs, without overpaying on fees. • Dive into the mechanics of backdoor Roth IRAs and how those who choose to roll over traditional IRAs might be able to simplify the Roth conversion strategy. • Learn how to optimize Health Savings Accounts (HSAs) and Flexible Spending Accounts (FSAs) when changing jobs or insurance plans. Start creating your path toward financial freedom and retirement happiness with these topics and more on this episode of the Retire Sooner Podcast! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 12 Jun 2025 - 883 - From Gold to Growth: Long-Term Retirement Planning in Uncertain Times
Looking for retirement guidance and insights on navigating gold investments, market volatility, and the impact of AI on jobs? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase address essential topics and answer listener questions on financial planning, investment returns, and preparing for the future of work. • Gold as an Investment: Discuss the pros and cons of investing in gold, including historical performance and volatility. What’s an effective percentage to hold in a portfolio? • Gold’s Performance Over Time: Gold has shown a respectable average annual return in recent decades; however, can it also be highly volatile? • Gold in Times of Crisis: How does gold perform during a recession? • Physical Gold vs. Gold ETFs: Both are options, but which offers greater ease of access and lower logistical risk? • 401(k) Rollover Strategy: For retirees who choose to rollover 401k assets to an IRA, can dollar-cost averaging reduce emotional stress? • Seeking Steady 7% Returns: Investors looking for steady 7% returns may be compelled to take on significant risk, such as high-yield junk bonds or illiquid private real estate. Does this make balanced portfolios more strategic long-term options? • AI’s Impact on White Collar Jobs: Is there credence to the claims that AI could eliminate many entry-level white-collar positions in the next five years? Are there ways to assess job vulnerability and anticipate how new opportunities and industries will emerge in response to technological change? • Investing in an AI-Transformed World: Rather than chasing individual AI stocks, can broad, diversified index investing capture overall market growth and the success of future industry leaders? • Weighing Rental Properties vs. Selling: When considering whether to keep or sell a paid-off home, consider balancing the potential for appreciation and rental income against the additional management work and risk. • Equal Weight vs. Cap Weight Indexes: Is there potential for ETF bubbles due to mega-cap stock concentration? Can equal-weighted ETFs mitigate some risk? Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 05 Jun 2025 - 882 - 10 Essential Steps to Retire Sooner: Spending Strategies, Tax Tips, and Listener Questions
Wes and Christa delve into essential topics to help get you ready to retire sooner and happier, including: • Review the Wes Moss 10-point retirement readiness checklist. • Understand how to transition from saving to spending. It sounds simple, but there can be more to it than meets the eye. • Explore the emotional and strategic importance of spending in retirement: What are productive ways to prioritize? • Reassess your estate, insurance, and healthcare coverage before retirement—procrastination can add unnecessary stress. • Be aware of advisor fees vs. value: you're not paying to beat the market, but to build and protect a sustainable plan. • Embrace the importance of financial confidence: the #1 worry in retirement is outliving your money—face it with planning. • Enjoy a lighter segment of “Wes Stinks” regarding Wes’s favorite type of apple vs. listener favorites. • Follow real-life financial questions from listeners: o With a significant chunk of assets and kids still in college, analyze early retirement readiness and weigh the pros and cons of hiring a financial advisor versus staying with index funds. o How to shift from aggressive stocks to conservative holdings while attempting to minimize capital gains tax. o Dissect a high withdrawal rate strategy using dividends and bond funds. Consider the trade-offs of control and structured income. o Evaluate municipal bond funds for tax efficiency; can you balance credit quality and yields using a tax-equivalent yield comparison? o Weigh traditional vs. Roth 401(k) contributions based on your current tax bracket. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 29 May 2025 - 881 - Are You Too Passive? Rethinking Index Funds, Roth Tactics, and Retirement Timing
Tackle Roth IRA strategies, dollar cost averaging, passive investing risks, strategic retirement withdrawals, and more. Whether you're planning early retirement or optimizing your current portfolio, Wes and Christa deliver actionable insights and answer listener questions, including: • Is Passive Investing Creating a Bubble? Are index funds inflating markets? Or do global diversification and ongoing price discovery demonstrate otherwise? Is it a mistake to dismiss all active strategies? • Roth IRA Allocation Roth IRAs often have the longest time horizon. Does that make them ideal for more aggressive, all-stock index fund investing? • How to Diversify an IRA After a Rollover Is it helpful to go beyond S&P 500 funds with mid- and small-caps? Treasuries? Corporates? REITs? Commodities? Energy pipeline investments? • Avoid Paying Roth Conversion Taxes from a Roth? Does it reduce long-term value to use Roth funds to pay taxes on a conversion? Is it okay to spread conversions over several years? • What Is Dollar Cost Averaging (DCA)? DCA can help reduce timing risk by investing consistently over time. Is it beneficial for large cash amounts and emotional ease? • Investing a Lump Sum? What About a 50/50 Split? Should you consider investing half up front and dollar cost averaging the rest over several months for balanced risk and reward? • Effective Withdrawal Strategy in Retirement Is it more strategic to pull from bonds/cash rather than stocks in down markets? • Should You Use Target Date Funds? They can be handy early in your career, but do some get too conservative by retirement age? • Is the Reverse Glide Path Worth It? Starting conservative and getting more aggressive later may look good on paper, but does its complexity overshoot its practicality in real life? Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 22 May 2025 - 880 - ETF or Index Fund? Retirement or Brokerage? Wes Moss Unpacks Strategic Moves for Early Retirement
Wes and Christa compare ETFs vs. index funds and retirement accounts vs. brokerage accounts. Unlock financial clarity and early retirement strategies with this jam-packed episode of dynamic discussion and listener questions, covering topics such as: • The importance of staying invested during market volatility, using a recent market upswing as an example of patience leading to productive results. • The aforementioned differences between ETFs, index funds, and even mutual funds. Discover which ones might be most effective for your specific needs. • An explanation of Lipper Ratings and how tax efficiency can matter in taxable accounts. Are ETFs more tax-friendly? • Learn how the S&P 500, while typically having a strong investment core, can be tech-heavy and may sometimes lack exposure to sectors like energy, materials, and real estate. How can diversification be achieved? • Initial Public Offerings (IPOs) can be exciting but are often risky. A small, speculative allocation might be fine, but is it productive to bet your retirement on IPOs? • Wes introduces a powerful analogy. Retirement accounts = Crockpot: slow-cooking, tax-deferred, long-term. Brokerage accounts = Skillet: accessible, taxable, real-time impact. Use both types of accounts strategically—Wes explains how. • When not to do a Roth conversion. • Can pension income be used for Roth IRA contributions, or do folks need wages or self-employment income to contribute? • Is it safe to link financial accounts to third-party companies to more regularly update info? Or do the cybersecurity risks and diminishing benefits mean manual updates once a year are sufficient? 🎧 Tune in now to hear stories, stats, and effective financial planning that could reshape your future. Subscribe, share it with a friend, and take one step closer to your happy retirement. Follow the show on Instagram and YouTube. Call 800-805-6301 to leave a voicemail or contact us HERE for a chance to have your question featured in an upcoming episode. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 15 May 2025 - 879 - Should You Still Buy a Home? + 5 Financial Planning Essentials You Can’t Ignore
Is owning a home still a good investment? What are the 5 most important topics to cover when meeting with someone for financial guidance? Wes and Christa cut through the noise to explore these issues and answer listener questions, including: • Explore the pros and cons of that homeownership question, housing as a long-term investment, and why it still matters. Learn why housing may serve as forced savings, inflation protection, and a path to mortgage-free retirement. • Analyze the impact of housing market volatility and interest rates. Understand current trends in housing prices and mortgage rates, and what they could mean for your financial decisions. • Decode the use of leverage in real estate to help build wealth. Discover how a modest down payment on a home might lead to a significant long-term return compared to methods constricted by contribution limits. • Evaluate the 4% Rule of thumb. Is it still relevant? How can folks adjust withdrawal rates based on their retirement horizon? Get clarity on how long your money may last if your retirement timeline is 20 or 25 years instead of 30. • Unpack static vs. inflation-adjusted retirement withdrawals. Hear Wes explain the real-world math behind lower-risk withdrawal strategies in retirement. • Contrast investing in ETFs vs. individual stocks in a brokerage account. Weigh the pros and cons regarding diversification, tax-loss harvesting, and ease of rebalancing. • Where can you keep your down payment more protected until you're ready to buy? Learn some productive options for short-term savings, including money market funds vs. CDs, and the risks of flying too close to the sun. • What are the 5 questions you must ask any financial planner when meeting with them? Discover Wes’s Five P’s Framework: Planning, Portfolio, Protection, Passing It On, and Paying Yourself (and your taxes). • Why are core pursuits essential for a happy retirement? Understand how personal passions contribute to a fulfilling life after work—and how to fund them. • Is it worth moving funds from a 457(b) plan to an IRA? Explore the trade-offs between investment flexibility and creditor protection in retirement plans. • Should you sell your home before moving overseas in retirement? Delve into guidance for retirees considering international living. • Examine the most effective S&P 500 funds for your goals. Understand cost differences, tax structures, and platform integration for index fund investing. • Why do convenience, safety, and cost matter when picking a financial platform? Break down final thoughts on choosing where to house your investments and manage charitable giving. 🎧 Tune in now to hear stories, stats, and effective financial planning that could reshape your future. Subscribe, share it with a friend, and take one step closer to your happy retirement. Call 800-805-6301 to leave a voicemail or contact us HERE for a chance to have your question featured in an upcoming episode. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 08 May 2025 - 878 - Fear, the VIX, And The Bungee Market Of 2025: Why Staying Invested Still Wins
Explore ways fear can sometimes subside in financial markets. Examine how missing the worst days, not just the best ones, can lead to less productive gains over time. Wes and Christa analyze: • Why 2025’s market feels more like a “bungee cord” than a rollercoaster. • How to use the VIX (fear index) to gauge investor sentiment—and what it could mean for your investments. • What historical spikes in fear (dot-com crash, 9/11, the 2008 financial crisis, COVID-19, inflation shock) might teach us about recovery patterns. • Why most fear-filled crises eventually subside—and how to spot the turning point in hindsight. • How central bank interventions, Fed rate changes, and global economic actions can sometimes calm markets over time. They answer listener questions about families, retirement, and catch-up plans, including: • How to save for retirement on one income with kids. • If you have to take RMDs at 72 while still working. (Hint: You might not have to!). • Why it’s okay for some to tap into their Roth IRA at age 80—and how to optimize account usage. • How much a married couple need to cover basic expenses in retirement. • How ETF providers profit when fees are so low. • Revenue streams, plus the Costco hot dog strategy (yep, that’s a thing!). • Elder Care and Safe Spending Tools. Overall, Wes reminds folks that discipline usually means staying the course, because fear doesn’t last forever, and markets typically recover. Don’t just listen—act! Subscribe to the Retire Sooner Podcast, share it with a friend, and take one step closer to your happy retirement. Call 800-805-6301 to leave a voicemail or contact us HERE for a chance to have your question featured in an upcoming episode. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 01 May 2025 - 877 - Bear Market Retirement Guide: Investment Strategies, Tax Moves, Vacation Decisions, Timing, And Understanding Portfolio Benchmarks
Make informed decisions about your retirement plans, even in a bear market. Learn whether to cancel your vacation plans due to stock market concerns and discover how to manage your investments effectively. Explore strategies like layering for early retirement and understand the implications of drawing down your TSP defined contribution plan. Examine rebalancing your taxable brokerage account, including ETFs and mutual funds, and learn the rules for rebalancing your Roth IRA. Fine-tune your Roth IRA allocation for long-term growth, considering factors like pension plans and risk tolerance. Understand investment benchmarks and how to accurately assess your portfolio's performance. Zooming out to view a longer time horizon typically provides more perspective than comparing everything to your own market high watermark. Compare maximizing your Social Security savings for short-term growth and with the benefits of optimizing based on your specific needs and stress points. Evaluate the role of home equity in your retirement planning and its impact on withdrawal strategies. Does equity count? The answer may be both yes and no. Strategize about moving funds from a 457B to a Roth IRA as you approach retirement, and carefully consider the tax implications. It’s usually about taxes today vs. taxes tomorrow. Tune in to the Retire Sooner podcast with Wes Moss and Christa DiBiase for essential insights on these and other crucial retirement topics and send us your questions at https://www.yourwealth.com/contact/schedule-appointment/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 24 Apr 2025 - 876 - Don't Miss The Market Rebound: Invest Through Tariff Volatility, Absorb The Mappiness Project, and Answer Listener Questions
Explore the latest developments in the tariff tumult, including how a lack of clarity may have led to both market meltdowns and a melt-ups: a rollercoaster of highs and lows. Learn the key takeaways from a complicated situation and discover how to potentially navigate your path to financial independence in retirement. Headlines are temporary, but your financial plan shouldn't be. Analyze the essential balance of diverse portfolios and dry powder. Accept that investing comes with the risk of down days, but realize the damage caused by missing the market rebounds. Listen to Wes and Christa answer listener questions. Is it best to eradicate debt before retirement, even if that means tapping into reserve funds? Is a HELOC ever an effective strategy? Should you take Social Security early if given the opportunity, or maximize the impact by waiting? Examine the Mappiness Project, where a team of data scientists from the London School of Economics used an iPhone application to measure happiness, anxiety, and emotions tied to geolocation. Find out what helps human beings cut through the superficial into deeper contentment, and where they tend to be when accomplishing that goal. Wes probes his interview with former Google data scientist Seth Stephens-Davidowitz to illuminate the unvarnished truth and surprising conclusions. All this and a savvy Warren Buffett quote about haircuts on today’s episode of the Retire Sooner Podcast. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 17 Apr 2025 - 875 - Retire with Confidence: Tackle Inflation, Family Planning, and Staying Calm in a Noisy Market
Max out your financial insight with real-world retirement strategies and listener Q&A. Learn how to respond to shifting interest rates and weigh the pros and cons of working part-time during retirement. Explore ways to manage Required Minimum Distributions (RMDs), understand Social Security’s 35-year formula, and decide when to tap into pensions. Get strategic about funding early retirement for your parents with trusts, tax-smart giving, and family financial planning—plus, a warning on why joint accounts sometimes backfire. Hear insightful thoughts on dollar-cost averaging frequency and why investing when you have cash may often beat spreading it out. Unpack the tension between inflation and early retirement, and why transparency can be essential when families share financial responsibilities. Discover why market turbulence doesn’t have to shake your strategy. Hear how George Clooney’s character in O Brother, Where Art Thou? becomes a metaphor for staying the course—a reminder to tune out noise and resist letting uncertainty derail your retirement journey. Submit your question at RETIRESOONER QUESTIONS and catch this episode of The Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 11 Apr 2025 - 874 - Maximize Your Retirement: 4% vs. 5% Withdrawal Rate, Inflation, Social Security, and Market Timing Explained
Take control of your financial future. Learn how to determine the withdrawal rate for your retirement. Should you stick to the classic 4% rule, or is a 5% withdrawal rate possible? Hear why flexibility is key and how different spending approaches can impact your long-term security. Discover the impact of inflation, the pursuit of optimizing Social Security, and how a surprisingly small number of stocks make up about 50% of the S&P 500’s total value. Is it possible to time the market, or is participation a more strategic goal? Whether you're years away from retirement or already there, this episode is packed with actionable advice to help you max out without running out. Tune in now as Wes Moss and Christa DiBiase break it all down! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 03 Apr 2025 - 873 - Supercharge Your Retirement Savings and Outsmart Risk with These Game-Changing Strategies
Unlock secrets to increase the probability of saving more for retirement, managing risk, and making more efficient financial moves. Learn how a simple mindset shift could potentially lead to a 14% increase in savings, why your risk tolerance evolves over time, and how to structure your investments for a more secure future. Explore strategies for dry powder reserves, Roth vs. traditional 403(b) contributions, and pension buyout decisions. Get helpful insights on dividend stocks, cybersecurity for retirement accounts, and creative legal ways to bridge income gaps before claiming Social Security. Wes Moss and Christa DiBiase break it all down on this episode of The Retire Sooner Podcast. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 27 Mar 2025 - 872 - American Army of Productivity: How to Overcome Tariff Fears and Secure Your Financial Future
Learn how to optimize your retirement planning by utilizing essential financial tools. Discover strategies for leveraging a COLA-adjusted pension, navigating 403(b) withdrawals while contributing to a Roth IRA, and minimizing taxes. Explore rolling I bonds into a 529 plan without triggering taxable events. Analyze switching funds while managing a 401(k) or how Fidelity’s BrokerageLink might provide low-fee options without incurring taxes or penalties. Understand how to make the most of your retirement plan without worrying about tax implications. Enjoy all this and more as Wes Moss and Christa DiBiase take listener calls, help ease tariff fears, and marvel at the power of the American Army of Productivity. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 20 Mar 2025 - 871 - Retire Sooner, Retire Smarter: 6 Costly Mistakes to Avoid for Financial Freedom
Dive into the six biggest mistakes early retirees often make—and how to avoid them. Are you financially prepared to retire sooner than 67? See why a phased retirement strategy can be a game-changer, learn how to secure multiple streams of income, and examine why location matters when it comes to staying close to family. Tackle the real cost of healthcare, the Social Security timing trap, and the risks of over-supporting adult children at the expense of your own future. Packed with insights and real-life retirement planning scenarios, Wes and Christa chart a roadmap that seeks financial independence. Don't just dream of retiring early—take control of your retirement future, and start with this episode! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 13 Mar 2025 - 870 - 10 Habits of the Happiest Retirees: Smart Money Moves & Fulfilling Lifestyles
Break down the five financial habits of the happiest retirees—including how much money you really need, the power of multiple income streams, and why paying off your mortgage faster might boost happiness. Learn how rational optimism can fuel effective investing and how the 4% Plus Rule of thumb can typically keep you from running out of money. Then, discover the five lifestyle habits that make retirement fulfilling, from core pursuits (hobbies on steroids!) to the importance of independent kids, strong social connections, and travel with friends. Plus, Wes Moss and Christa DiBiase answer listener questions to tackle TSP (Thrift Savings Plan) rollovers, tax-efficient investing, RSU (Restricted Stock Units) strategies, and Medicare-friendly portfolio rebalancing. Your roadmap to financial freedom and a joyful retirement starts here on The Retire Sooner Podcast! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 06 Mar 2025 - 869 - How Much Do You Need To Retire? Break It Down And Fill The Gap
Tackle the million-dollar retirement question: How much is enough? Use Wes’s "Fill the Gap" (FTG) method to simplify retirement math—subtract guaranteed income like Social Security from your monthly spending goal and multiply the shortfall by 25 to calculate target savings. Explore other early retirement strategies, including the debate about lump sum buyouts vs. pensions, and weigh real estate against dividend-yielding ETFs for passive income. Finally, join Wes and Christa for a candid discussion about financial media scare tactics and why staying the course typically beats chasing headlines. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 27 Feb 2025 - 868 - Millionaire Mindset Unlocked: Hard Work, Thoughtful Investing, and Bogle’s Playbook Might Fast-Track Your Retirement
Probe America’s "mini-millionaires"—how they earn, invest, and build wealth through hard work, not luck. Dive into the potential for owning stocks and buying a home with a focus on financial independence, not flash. Wes and Christa take listener questions to tackle substantial inheritance management, debate bonds vs. money markets for long-term gains, examine Robo-advisors hoarding cash, and the idea of doubling down on security to thwart hackers. Wes wraps with John Bogle’s playbook: invest rather than speculate, slash expenses, and don’t let perfectionism ruin a solid financial plan. By taking action and investing with purpose, you may be able to retire sooner than you think. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 20 Feb 2025 - 867 - Lump Sum Or Pension? Crack the 6% Code + Market Highs & Retirement Power Moves
Should you take a lump sum or pension payout? Use the 6% Test to help you decide. With markets hitting record highs, is it the right time to invest, or should you wait? History suggests some clues that retirement planning should not be left to chance. Wes Moss and Christa DiBiase provide crucial context by answering listener questions about 401(k) target date funds, beta vs. volatility, selling a business for retirement, mega backdoor Roth IRAs, and inherited IRAs. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 13 Feb 2025 - 866 - 5 Powerful Portfolio Diversification Strategies to Reduce Market Anxiety + The Army Of American Productivity
Discover 5 powerful portfolio diversification strategies to help reduce market anxiety and boost financial security. Learn how these strategies can apply to kids, retirees, and folks in between, with actionable ways to set up a custodial Roth IRA for young entrepreneurs, maximize retirement savings, and choose an investment approach that fits your needs. Find out why kids earning money from small businesses, like selling roadside squash, could qualify for a Roth IRA. Avoid common mistakes like investing in a target date fund too soon. Looking for a fee-only fiduciary? Learn the real costs of hourly financial planning and how some people find trusted guidance. Thinking of ditching bonds for cash? Wes and Christa explain why bonds have historically outperformed money markets and why a balanced portfolio is key for long-term growth. Plus, dive into the Army of American productivity and how it impacts financial strategies. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 06 Feb 2025 - 865 - It's Never Too Late To Start Saving For Retirement + Q&A
New changes in Social Security policies, particularly the elimination of the Windfall Elimination Provision (WEP) and the Government Pension Offset (GPO), may have significant implications for roughly 3 million Americans. Teachers, nurses, firefighters, police officers, and other public-sector workers who previously saw their Social Security benefits slashed may now receive the full benefits they’ve earned. This shift is reshaping retirement planning for many Americans, making it more critical than ever to have a solid financial strategy and for couples to be on the same page to help avoid future stress and regret. On today’s episode, Wes is joined again by Christa DiBiase, the COO of Clark Howard, Inc. By answering listener questions and sharing informed analysis, Wes points out the essential distinctions between fiduciaries vs. non-fiduciary advisors, reminds listeners about diversifying portfolios into broad market indices to help to minimize risk, and explains how a money market account is typically a higher-yield alternative to a standard low-interest savings account. Finally, he examines the power of starting to save for retirement at any age, even in your 50s, emphasizing that consistent saving and wise investing can lead to more financial flexibility than many might think. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 30 Jan 2025 - 864 - More Foundational Principles For A Happy Retirement + Listener Questions
Unpack the keys to investing for a happy retirement by highlighting foundational principles like prioritizing stocks to combat inflation and the strategic use of diversified "dry powder" assets for stability. Tackle listener questions, exploring international investments, mortgage payoff strategies, long-term healthcare costs, and tax-efficient withdrawals. On today’s episode, Wes is joined again by Christa DiBiase, the COO of Clark Howard, Inc. Wes zooms in on the need for patience and persistence in investing, advising against the pitfalls of impulsive decisions and ill-advised “perfection-chasing” behavior. Together, Wes and Christa attempt to equip listeners with strategies to navigate financial challenges, stay resilient, and retire sooner with confidence. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 23 Jan 2025 - 863 - 10 Market Challenges For Investors To Watch In 2025
On today’s episode, Wes looks at 2024’s obstacles to see what might serve as clues for success in 2025. The resilient U.S. economy closed 2024 with a 25% S&P 500 gain, defying inflation fears, international turmoil, and political upheaval. While consumer spending remains a vital economic driver, boosted by low unemployment and rising wages, renewed productivity fueled by AI and innovation could spark another boom. With the current bull market still young and some earnings forecasts showing a robust 13% growth, optimism abounds. However, investors should prepare for the possible return of market volatility after two unusually stable years. Bonds are regaining appeal as yields climb, and income strategies like dividends offer a steadying force amid market swings. Overall, Wes celebrates 2025’s potential for growth but reminds listeners that it will only benefit those disciplined folks who stay invested. And he takes some listener questions! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 16 Jan 2025 - 862 - 5 Keys To Be a Successful Investor and Listener Q&A
On today's episode of the Retire Sooner Podcast, we dive into the essential pillars for seeking to achieve financial freedom and a fulfilling retirement. Wes outlines five key strategies that may contribute to long-term success: prioritizing stocks, embracing massive diversification, practicing patience and longevity, navigating today's investing challenges, and creating a robust financial plan. Wes is also joined by Christa DiBiase, COO of Clark Howard, Inc., to answer questions from across the country, offering insights on managing high investment fees, planning for retirement without Social Security, and balancing risk in portfolios. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 09 Jan 2025 - 861 - FOMO Free Investing
We’ve all met that one guy who pontificates endlessly about the “fantastic” investments he’s made that year. He always seems drawn to the hottest and latest trends. You don’t fully believe him, but it still makes you feel a bit of dread at the thought of being left behind. On this episode of the Retire Sooner Podcast, Producer Mallory joins Wes in the studio to explain why a fear of missing out on the FOMO Freddies of the world is typically not worth the energy. Though his bluster may temporarily cloud your judgment, it doesn’t change the reality that consistently and patiently following the five key principles for successful investing can often provide a significant opportunity for you to achieve the financial freedom you seek. Wes and Mallory discuss the probability of similar long-term returns for different investment styles, such as value, growth, quality, and minimum volatility, when investors incorporate diversification, patience, and discipline into those financial strategies. They underline the importance of understanding your risk tolerance and finding an investment style that fits your temperament so that you can endure for the long haul, no matter how “spectacular” FOMO Freddy claims the current craze to be. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 12 Dec 2024 - 860 - Riding The Age Wave with Maddy Dychtwald
Most people have a vague idea of what it takes to stay healthy as we age—some combination of cutting out the delicious, irresponsible activities while adding in more nutritious, boring ones. While it never seemed overly complicated, it also didn’t sound very fun. Today’s guest flipped that script. According to Maddy Dychtwald, a healthy mindset can lower stress, which can actually make it easier and more enjoyable to exercise and socialize. In other words, you don’t have to white knuckle the tedious tasks. You might even look forward to them! For nearly 40 years, Maddy has been exploring all aspects of the Age Wave, and she’s contributed to researching how an aging population can have profound business, social, healthcare, financial, workforce, and cultural implications. She’s a national best-selling author, including her latest, Ageless Aging, an acclaimed public speaker, and an overall thought leader on longevity, aging, and the new retirement. Her insights and research have been featured in Bloomberg Businessweek, Forbes, Newsweek, Time, Fox Business News, CNBC, and NPR. For years, a common belief was that genetics predetermined much of our destiny, but Maddy says that may not be true. New research suggests that up to 90% of our health and well-being is related to our lifestyle and environment. I grilled her on the questions people want answers to. Are trends like intermittent fasting dubious, or can they help? Is walking 30 minutes per day enough, or do you need to add strength training? What’s the latest you should eat before bedtime? Can adopting a pet add purpose to your life? Are men or women more likely to suffer from Alzheimer’s? Maddy’s answers and wisdom shed so much light on what people can do to stack their heart and brain health to increase both the span and quality of life in later years. We all want to live longer, better lives. Maddy might be able to help us enjoy the process along the way. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 05 Dec 2024 - 859 - What Makes A Good Life?
Everyone wants a good life, but what does that mean, and how can you make it happen? On today’s show, Wes combines analysis from a neuroscientist, a bank CEO, and two very different retirees to find the overlapping characteristics of each. According to Dr. Wendy Suzuki, professor of Neural Science and Psychology at New York University, the unifying theme is some sort of fulfillment. In a discussion with Annabel Spring, CEO of HSBC Global Private Banking and Wealth, the two explored how 11,000 bankers defined well-being. Some of the answers may surprise you. According to two retirees to whom Wes recently spoke, retirement can look very different for each person. One felt retirement was everything he’d ever dreamed it could be and recommended people do it sooner, whereas the other thought it was overrated and missed working. Examining their feelings through the prism of Dr. Suzuki’s outlook, Wes determines that both are correct and gives specific reasons why that revelation is more uplifting than many might think. From life mapping to learning how to sail, Wes identifies what people seem to need from a happy retirement and how the timing and execution might be unique for each. By self-examining what makes a great day, you can take the first step toward finding your own purpose-filled retirement and ultimately put in the work it takes to get there. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 21 Nov 2024 - 858 - How To Squeeze The Most Juice Out Of Retirement With Dr. Riley Moynes
I was recently at my son’s football games when one of the other dads walked over. He looked about 45 and said he was starting to think about the future. It’s a typical age for that concern to creep in, especially once a person feels financially secure. Now that you can take your foot off the gas a little bit, where should you steer the vehicle? Dr. Riley Moynes is a doctor of figuring out what to do next. Specifically, he has a PhD in Education, but his journey extends beyond academics. In addition to his 20-year career as an educator, he ran a successful wealth management firm and authored several books, including the popular financial planning guide “The Money Coach.” I wanted to have him on the show because of his TED talk about the 4 phases of retirement. With millions of views, it’s clear his words struck a chord with so many people desperate for tips on what to expect and how to navigate this portion of their lives. In our conversation, he walked me through all four phases, where major pitfalls often occur, and how they might be avoided. Whether you’re thinking about today, tomorrow, or the next day, Dr. Riley Moynes can help you figure out how to squeeze the most juice out of your retirement so you and your family can live happy, purpose-filled lives. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 14 Nov 2024 - 857 - Retire Without Regrets: A Harvard Business Review Longitudinal Study
Our Retire Sooner Team has been researching, studying, and writing about happy retirements for years, so there aren’t many aspects we haven’t considered. But every once in a while, a new study grabs our attention. The latest, Retire Without Regrets, from the Harvard Business Review, used a longitudinal study to examine the gap between retirement expectations and real-world applications. Using life-mapping exercises to compare expectations with actual experiences, it identified four essential qualities for a happy retiree. The “Four A’s”: Alignment (personal values), Awareness (self-knowledge), Agency (active goal pursuit), and Adaptability (flexibility to handle change). Consider your own personalized retirement roadmap, and see if the “Four A’s” unlock the proactive planning and adaptability skills that might help you live a regret-free retirement life. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 07 Nov 2024 - 856 - Revolutionize Your Retirement with Dr. Dorian Mintzer
The transition from one goal to another is often more challenging than either of the goals themselves. Once you get going, momentum can do a lot of the work, but turning the ship around or veering in a different direction takes planning, effort, discipline, and patience. If that sounds daunting, don’t worry. Today’s guest can help. Dr. Dorian Mintzer specializes in life transitions, helping both individuals and couples prepare for fulfilling retirements by exploring the non-financial aspects. She encourages people to examine past experiences to manage future expectations so they can fully understand how to adapt and foster continuous personal development. As co-author of The Couple’s Retirement Puzzle, she advocates for 10 must-have conversations between partners as they share the journey into retirement. Her array of personal and professional experiences as a therapist, coach, and teacher affords her a unique perspective to help folks not only navigate the second half of life but fully revolutionize their retirement! Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 31 Oct 2024 - 855 - 5 Reasons I'm Bullish On The United States
Only 36% of voters still believe the American Dream is attainable, according to a 2023 Wall Street Journal/NORC survey. This figure is decidedly lower than other pollster findings in similar surveys. Those revealed that 48% of voters in 2016 and 53% in 2012 felt reasonably assured of their opportunities for a prosperous future. In other words, more than half of Americans felt optimistic in 2012, and only slightly more than one-third do now. Americans are consistently barraged with negative headlines and stressful news updates, from supersized natural disasters to political unrest to foreign wars. Despite the challenges, there is still plenty of evidence to justify a bullish attitude about the United States and the potential to reach the American Dream of financial prosperity. Five specific categories come to mind: education, demographics, geography/agriculture, energy, and the U.S. Constitution. The road to a happy retirement can be lined with hazards, but the strength of the United States was never based on smooth and gentle tidings. It’s a comprehensive coalition that can put aside differences to forge ahead together, no matter what. Take a moment to look around. The uplifting signs of The Army of American Productivity are evident. The entrepreneurial spirit is alive and well. By working together to shape an even more united set of fifty states, there’s no reason America’s best days aren’t still ahead. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 24 Oct 2024 - 854 - Thriving Beyond 50 With Will Harlow
Think about the day you drove your favorite car off the dealer’s lot. The engine was purring, the paint job was shining, and it ran like a dream. But as time passed, little things started to go wrong. A scratch here. An odd noise there. You took it to the shop for repairs, but eventually, you had to buy a new one. The same thing happens to our bodies. Unfortunately, we can’t just buy new ones when something breaks down, but today’s guest wants to help us keep the ride smoother and longer. Will Harlow authored the word-of-mouth bestseller Thriving Beyond Fifty and founded HT Physio, a Physiotherapy Clinic specializing in helping health-conscious, active people over fifty regain mobility and avoid surgery. We dug into the profound benefits of strength training at any age, the impact of regular exercise on conditions like arthritis, and the truth behind commonly marketed supplements. We explored his own transition from professional sports physiotherapy to a more refined aim of enhancing health span and lifespan. Whether you’re looking to stay fit into your golden years or seeking practical tips on managing pain and improving joint health, this is the episode. I can’t promise immortality for you or your favorite car, but with the right maintenance, your retirement just might be the joy ride you deserve. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 17 Oct 2024 - 853 - 3 Lessons For Investors: What Would John Bogle Do?
Warren Buffett once said, “If a statue is ever erected to honor the person who has done the most for American investors, the hands-down choice should be Jack Bogle.” By creating index investing, the Vanguard Group founder helped to provide investors with a streamlined and low-cost way to buy broader market-tracking mutual funds. Though he died in 2019, his lessons continue to light the path toward a financially secure and happy retirement. Reviewing them is a healthy exercise for all those trying to make their hard-earned savings outpace inflation over time. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 10 Oct 2024 - 852 - Decoding Market Psychology with Dr. Daniel Crosby
Investing for the future can be daunting. And while many of us assume the key is mastering the market’s financial aspects, a persuasive argument says the behavioral side is perhaps even more critical. How we think about money can significantly impact our journey to financial freedom in retirement. But where exactly is that intersection of mind and markets? Dr. Daniel Crosby is the Chief Behavioral Officer at Orion Advisor Solutions and a leading voice in decoding market psychology. His books always seem to hit the NY Times Bestseller list or win some kind of investment award, but the truth is that his PhD isn’t in finance or economics but rather in Clinical Psychology. By applying his research and analysis to everything from financial product design to security selection, he helps others grasp economic behaviorism so they can reap the long-term benefits of making healthy, self-aware decisions. That sounds pretty compelling to me. Learn more about your ad choices. Visit megaphone.fm/adchoices
Thu, 03 Oct 2024
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