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U Up? is the definitive modern dating podcast presented by Betches co-founder Jordana Abraham and comedian Jared Freid, where they discuss their take on the ebbs and flows of the crazy dating world we live in. From interpreting dating app interactions and weird sexual encounters, to defining the relationship and everything in between - they’re here to make sure you don’t die alone. For more fun dating commentary, polls, and bonus content, follow @u.up.podcast on Instagram. Become a friend (with benefits) of the podcast and subscribe to receive early release and ad-free versions of all our new episodes, plus bonus subscriber-only episodes. To sign up and become a friend (with benefits) today head to: subscribe.betches.com Watch U Up? on YouTube: http://youtube.com/betches
- 822 - Is Regifting a Gift to Your Girlfriend a Deal Breaker?
Jared and Jordana catch up on life and, specifically, their current locations. Jared is missing the comedy scene in NYC, while Jordana shares how raising a family is going! They then watch a TikTok of a woman giving dating advice, suggesting that women should tell men they need to be “babied” to make them want to take care of them. Also, J&J give their ruling on a Gift Edition of Judge and Jury, weighing in on boyfriends’ attempts at jewelry gifts, a stressful spa day, and a boyfriend who regifted a corporate gift! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 06 Nov 2026 - 821 - I Broke Up With My Boyfriend, But Do I Have to Break Up With His Kids?
Jared and Jordana find an interview with Chelsea Handler, who hired a family therapist for her ex's kids so she can still have a relationship with them post-breakup with their dad, and we're wondering: Is this how we should approach breakups? They then discuss a listener who is dating a man two inches shorter than her, another whose ex won't pay back half the rent, and whether a wedding ring tattoo means a gym crush is off-limits! Lastly, some red flags or dealbreakers you don't want to miss, including a grown man with just two pairs of underwear and socks. Is he a guy you should continue dating? Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 04 Nov 2026 - 820 - My Ex's New Girlfriend Got a Little Too Comfortable on Halloween
It’s a Happy Halloween here at the BETCHES studios with Jordana and Jared, who are dressed as a big baby and a praying mantis. They’re ranking Halloween costumes, from Hercules and Phil to Monica and Chandler in Barbados and more! J&J tell all singles in their 20s, 30s, and 40s what they need to be doing on Halloween night, and that’s finding a party!! Lastly, they bring back Awkward Encounter about a woman whose ex gets confronted by his new girlfriend, who asks her for a naughty Halloween party request. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 30 Oct 2026 - 819 - Are Situationships Helping You Find Your Soulmate?
Jared and Jordana are reading The Cut’s new article, “The Case for the Entry-Level Boyfriend,” and discussing how maybe you should date someone who doesn’t check every box, and how, maybe, maybe, situationships can teach you more than you think! It’s Halloween week, and Jordana hopes doctors aren’t dressing up as Dracula and how a guy's Halloween costume can avoid giving you the ICK. They also discuss a fiancé who takes a bite out of a muffin top and puts it back, and a woman who refuses to call her girlfriend her girlfriend. Plus, is hearing your partner call their parents “mommy and daddy” an absolute deal breaker?! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 28 Oct 2026 - 818 - We Broke Up Over Bad Bunny, but He's Still in My Football Pool
Jared and Jordana are diving into listener emails, and one is about an ex who still wants to join a football betting pool even after a breakup over Bad Bunny the day before an important abortion appointment. Another emailer asks J&J how to get out of a 14-year situationship with her ex’s parents, as they can’t stop calling her each year on her birthday. J&J suggest that she not cut ties just yet! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 23 Oct 2026 - 817 - Would You Let Your Ex Officiate Your Wedding to Your New Husband?
Jordana and Jared learn that Tobey Maguire officiated his ex-wife’s wedding just weeks after finalizing their divorce, and they debate whether it’s sweet or just super weird. They then help a newly married listener who can’t fall asleep without listening to a podcast while her husband needs complete silence! J&J also answer questions about how to define the relationship and whether accepting a free drink while in a relationship is a red flag or a dealbreaker. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 21 Oct 2026 - 816 - Can Friendship Breakups Be Fixed in Therapy? ft. Esther Perel
Esther Perel is back to join Jordana and Jared to talk about AI girlfriends, if using AI to write a love letter is dishonest, and the real reason we are choosing our phones over in-person connection. J&J and Esther talk about friendship breakups and whether going to therapy with your friend will help. Plus, we get Esther Perel’s take on chores in the home. Does she end up agreeing with J&J’s dating advice?! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 16 Oct 2026 - 815 - My Mother-in-Law Stalks My Husband’s Ex and Keeps Comparing Me to Her
This week, J&J learn that Hinge is banning screenshots, and they question whether this is good for dating or helps cheaters get away with it! They Jordana and Jared see a man who posted his divorce announcement with a thoughtful, brief FAQ and discuss whether all breakups should have posts like these. They then discuss if it’s weird to keep a list of everyone you’ve slept with, whether single friends should be invited to couples nights, and if it’s petty to refuse to treat your ex’s new baby. Lastly, they discuss being compared to an ex by your husband’s family and how many football leagues are too many to be apart of?! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 14 Oct 2026 - 814 - My BF Asked His Ex-Wife for Her Engagement Ring Back, What an ICK
Jared and Jordana are learning about Instagram’s new blur feature for “soft launching” couples in their new segment, Are U Up to Date? They then answer a listener’s email about asking for an engagement ring back after years of marriage and whether it’s petty or prudent. Lastly, they help an unsure listener who doesn’t want a second big wedding, but her new fiancé, who has never been married, wants a big wedding to celebrate his family’s Chinese wedding traditions. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 09 Oct 2026 - 813 - I Thought We Were in Love, But Then He Listed 20 Reasons to Break Up!
Jordana and Jared are reading through a listener’s breakup texts, and the list of reasons to end it is long! A cozy cabin weekend in the woods was not as romantic as she thought, with complaints about restaurant choices, what time to go to the farmers market, and feeling judged for her kinks. J&J also get into the latest dating news, from Margot Robbie taking her husband’s last name after nearly 10 years of marriage to a $10 NYC dating photo booth that matches strangers using question surveys. Lastly, they get into family-related red flag dealbreakers, including a boyfriend who texts his girlfriend’s mom, a family that keeps the TV on all day, and if refusing to try your partner’s mom’s food is a dealbreaker. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 07 Oct 2026 - 812 - Can Your Marriage Survive Living With Your Parents? ft Heather McMahan
Heather McMahan joins Jordana & Jared to talk about living with her mom after becoming a newlywed and getting fired from the Ryder Cup! She talks about how meeting her husband in a gay bar made her feel love at first sight, and she shares her direct advice on how to pick a life partner! Lastly, they help give advice to a newly married couple with a baby on how to navigate living with their parents while being new parents themselves! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 02 Oct 2026 - 811 - My Boyfriend Has a High-Conflict Baby Mama – Help!
It’s a rapid fire episode with 10 relationship questions from YOU, the listeners. Jordana and Jared answer questions about how long is too long to go without sex or a marriage proposal! They discuss whether high-drama baby mamas are worth it long-term, how to split chores at home, and how to combine finances. They also discuss trips, from honeymoons to splitting visits with the in-laws for the holidays, and how both can be stressful to plan! Lastly, they get into relationships outside your marriage and whether you can come back from emotional cheating or not. It’s a spicy rapid fire episode you don’t want to miss! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 30 Sep 2026 - 810 - She's Older, He's Younger: Is a 7-Year Age Gap Too Much?
It’s autumn, and Jordana & Jared are challenging their listeners to put down their phones, get out of the house, and talk to people! They then get into questions from you and decide if secretly hiding your partner’s ugly clothes is petty or prudent. Or just helpful?! Lastly, they help a woman decide whether or not to make a move on a guy 7 years her junior. Does age really matter? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 25 Sep 2026 - 809 - My Husband Used AI to Write Me a Birthday Card!
Jordana discovers her husband used an AI chat to help him write her birthday card, and she has some feelings about whether a love letter still counts when chat gpt edits it for you! Jared and Jordana then get into listener questions, answering a woman who found her husband texting an ex, whether busking on NYC streets is a red flag, and whether asking for a number before a date means something or if it’s okay to keep the chat on hinge. They also discuss Jared’s comedy special and how getting a message from David Schwimmer, yes, Ross Geller, was a career highlight! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 23 Sep 2026 - 808 - Dumping Someone in Public: Is It Ever Okay?Fri, 18 Sep 2026
- 807 - My Boyfriend Won’t Propose Until I Run 125 km!
Jordana tells Jared how her vacation ended up being the busiest and most unrelaxing, but also the most fun, due to Ronnie the dog getting kicked out of boarding for peeing and joining the family’s chaotic Montauk trip! They then get into listener emails and discuss whether a partner should wait in the regular TSA line, what actually marks the end of the honeymoon phase, and whether small gestures like Trader Joe’s flowers matter more than big romantic moves. They also talk about a passionate “lake life” man who may have used his love of camping as an excuse to break up, and whether a fantasy football draft on your wife’s birthday is a red flag or deal breaker. We say yes! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 16 Sep 2026 - 806 - Would You Be a Wedding Crasher If Your Date Asked You?
Jared and Jordana discovered that you can crash a wedding and think it’s the best way to spend a night out with someone you’re dating! From black-tie dress codes to open bars and live bands, it’d probably make the best eighth date. They also advise a listener to take a break from dating apps after he starts analyzing whether his spontaneous Bumble date will make a good mother. Too soon, buddy! Lastly, they discuss the awkward conversations that come with financially relying on your partner, including budgets, joint savings, debt, and what happens if you break up. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 11 Sep 2026 - 805 - I’m ICKed Out Over My Boyfriend Fangirling Over a Tennis Player
It’s Jordana’s birthday, Happy Birthday, Jordana! J&J debate wedding plus-ones, jealous partners, and how much texting is too much when you’re dating. They also dive into a text thread discussion of a boyfriend fangirling over a professional tennis player and his girlfriend is getting the ICK! They then discuss if it's a red flag for a woman who spends five nights a week at salsa class, and whether you should stay friends with someone you cheated with! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 09 Sep 2026 - 804 - Lauren Lapkus Has a Dating App Imposter
Lauren Lapkus joins Jordana and Jared to talk about dating actors, marriage, kids, and whether being good at acting makes someone too good at lying?? The three play red flag or deal breaker, asking Lauren on everything from an ex’s wedding dress to bad breath, Disney adults, and having a sexual fantasy about your date’s famous character! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 04 Sep 2026 - 803 - How Long Should Your Husband Wait to Remarry After You Die?
Jared shares about meeting his girlfriend’s friends, how he got questioned about his phone use, and how being in a relationship means meeting the friend group! Then J&J discuss how men really feel about losing a partner, how they would go about life after a partner’s death, how often your spouse should visit your grave, and whether remarrying too soon should get you written out of the will. They also discuss a husband lying about buying his ex a gift, stalking an ex’s IG stories, Disney Adult red flags, asking someone if they had a good time on a date, and whether shutting off your apartment’s electricity is a red flag or a deal breaker. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 02 Sep 2026 - 802 - How Do You Start Dating Again After Divorce?
Jordana and Jared watch a TikTok of a groom zip lining into his own wedding and debate whether a groom spending $24K is a major ICK. They then answer a question from a newly single mother who is nervous about dating again, and they call Jordana's mother! Jordana's mom is a gynecologist who has dated after divorce and raised 8 kids, and gives a lot of great advice this episode about getting back into dating, talking about your kids with your date, feeling confident and sexy again, and why a date should feel like a chance to get out of mommy mode! Plus, Dr. Lisa Rosenberg gives some VERY candid advice about keeping things fresh down there! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 28 Aug 2026 - 801 - Does a Texting Lull Mean the Date Is Off?
Jordana and Jared discuss a dating app match who canceled a first date after there was a lull in texting and then sent practically a full dissertation explaining his communication style as if his date was in the wrong for not knowing. J&J also answer whether wearing an ex’s gift years later means you’re still thinking about them, if a co-ed bachelor party where partners aren’t invited is petty, and whether a filthy apartment is an instant deal breaker! Also Jared shares how he shares his upgrade on a flight with his girlfriend instead of taking it for himself – growth!! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 26 Aug 2026 - 800 - Would You Take a Sperm Donation From A Married Friend?
It’s a Friday Feels episode and J&J are questioning, "would you pay $5,000 to break up with someone"? The two then get into listener questions and discuss whether it’s petty or prudent to ask for your shared spicy toy back after a breakup. They also read a question from a single woman who is searching for a sperm donor to have a child and was surprised when her married male friends offered their own – without consulting their partners!?! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 21 Aug 2026 - 799 - Your Crush Is Dating Your Friend. What Do You Do?
Jordana and Jared discuss what to do when your friend starts dating your crush, whether the way you handle getting roasted at a comedy show is an ick, and how to handle overbearing in-laws. They also talk summer dating, waiting for your partner at the airport, and using AI to write a prenup. Also Jared has a new Netflix special, The Family Plan, coming September 1! Add to your queue today! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 19 Aug 2026 - 798 - Harry Jowsey Wants to Be a Stay-at-Home Husband
Harry Jowsey joins Jordana and Jared to talk about how he was engaged to 20 women at once for his new Netflix’s show, Let’s Marry Harry, what changed for him after losing his father and why dating is harder when it's played out on social media! Harry weighs in on listener questions where the guy asks for a first-date ultimatum and whether it’s ok to date multiple people at once, and why he’d rather text than call someone for a breakup. We learn a lot about Harry and how charming he is and why you should watch his new show! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 14 Aug 2026 - 797 - Can You be Engaged for Years without Getting Married?
Jordana and Jared debate whether it’s okay for your boyfriend to go on a trip with his ex, especially when they still own an apartment together. They also decide if an ex was petty for showing his former girlfriend the engagement ring he bought for her, and whether a bad first kiss is enough to end a great date. Plus, they talk fanny packs, tasting-menu dates, and why some couples get engaged without planning to get married. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 12 Aug 2026 - 796 - What Do Men Actually Want on Their Wedding Night?
Jared opens up about a fear of his when getting serious with his partner, figuring out how to balance love, family, and a career that keeps him on the road. Then J&J debate whether a husband should text his ex happy birthday and solve a bride’s very specific $10,000 wedding dress wedding night dilemma! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 07 Aug 2026 - 795 - Jordana Is Looking for a New Sister-in-Law!
Jordana and Jared get a visit from Jordana’s brother, Jon! He joins to pick up a toothbrush but ends up talking about dating in San Francisco, why he wants more banter and “relational chaos,” and whether Jordana can help him find a girlfriend. Then J&J play Second Date Yay or Nay after a three hour brewery date ends with a guy asking if a woman’s birthmark is an allergic reaction. It’s giving Nay. Also, Red Flag or deal breaker: your boyfriend refuses to like your IG post? They also discuss whether a boyfriend should offer to help when his girlfriend is overwhelmed by a new golden retriever puppy! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 05 Aug 2026 - 794 - How to Survive Wedding Season Alone
Jordana and Jared discuss a petty or prudent and whether a brutal Costco-inspired rejection text was justified? They discuss what singles mixers are really like and why SIMPLE first dates usually beat elaborate plans! They then help a listener who feels like the only single person at every wedding, sharing advice on surviving the wedding season, finding more single friends, and stopping the comparison trap. You have to find your people! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 31 Jul 2026 - 793 - The Situationship Trap Nobody Talks About
Jordana and Jared are back talking about what it means to feel successful, happy, and “content” while still chasing the next big thing! They break down the confusing world of dating labels after a Love Island conversation about situationships, exclusivity, and when someone is actually your boyfriend or girlfriend. Plus, they answer listener questions about a date who sent a questionable outfit text, whether to expose a cheating ex, and what is a dating “ick” and what is actually a deal breaker. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 29 Jul 2026 - 792 - Does Cheating Justify Public Humiliation?
Jared calls his parents with some BIG news about a very important award, and you won't believe their guesses! Then, Jordana and Jared get into listener questions, breaking down a woman posting flyers about her ex all over Indianapolis in the Are We Dating The Same Guy Facebook group, and a new website that only reconnects exes if they secretly choose each other. Would you try to reconnect with your ex on a dating app? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 24 Jul 2026 - 791 - Would You Date Someone Who Sees Their Ex Every Month?
Jared and Jordana are talking about kids and whether Jared would actually make a good father, since icky things don't seem to phase him! Jared encourages people to be present this summer, delete the dating apps, and get outside. They then get into a listener question about hanging out with your in-laws: do you need your spouse to be there to spend time with your mother-in-law? Plus, they tackle some Red Flag or Deal Breakers, including never making your bed, co-parenting a dog with your ex, and a date who asks you to bring Adderall! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 22 Jul 2026 - 790 - He Emotionally Cheated. Is That Enough for Divorce?
Jared and Jordana begin today’s Friday Feels by talking about the viral memoir Strangers and why breakup books hit differently than breakup TikToks! They reminisce about their fully remote recording days and how pandemic dating advice was really different and its own time vault. J&J get into your dating questions, answering a petty or prudent: reporting your cheating ex to his college professor, and also can you rebuild trust after years of secret dating apps and lies? Sometimes searching for answers can keep you stuck in the wrong relationship! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 17 Jul 2026 - 789 - Five Dates, No Kiss. Now What?
Jared and Jordana are in the studio talking about their morning commute, which was delayed due to Taylor Swift’s Madison Square Garden wedding! They kick off today’s episode with Who's Your Hall Pass? Dua Lipa did not make Jared’s list! Then J&J continue with questions from you and have a Summer Lightning Round of dating questions, debating the right time to have the exclusivity talk, whether unmarried couples should send holiday cards, and after how many dates breaking up over text is no longer okay. They also discuss how to initiate a first kiss after five dates with no kiss and whether dating someone with different political views can actually work. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 15 Jul 2026 - 788 - Does Right Person, Wrong Time Exist?
Jared’s Netflix special is coming out in the fall and he recalls a roasting bit with Rob Lowe, and why meeting him completely changed his mind. J&J then debate whether it's petty or prudent for a guy to text his ex that he won a $50 competition just one week after dumping her. They also unpack a breakup over indefinite travel, questioning if it’s a right guys, wrong time moment? They discuss why women convince themselves they'll never find another great connection, and Jared's rule that you should never say "you" in a breakup! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 10 Jul 2026 - 787 - My GF Is a Phillies Fan and She Won't Shuttap About It
Jared and Jordana debate whether dating a diehard Philly’s sports fan is a harmless quirk or a real relationship problem. Can passion be just plain obnoxious? They also unpack the internet debate over women proposing to men, why Taylor Swift rumors about an MSG wedding sparked such strong reactions, and reminisce about the glory days of Fire Island share houses after college. J&J also discuss first date bill split etiquette: it's not really about the money, it's about the communication. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 08 Jul 2026 - 786 - Is Fourth Of July The Best Weekend To Meet Someone?
Jared and Jordana are getting ready for Fourth of July weekend, where Jared will be staying with Jordana, finally! Then Jared shares the funniest wedding guest he's ever met, a guy with Oakleys on the back of his head who somehow became the life of someone else's wedding. Plus, they debate whether sending a hotter guy to pick up your stuff after a breakup is petty or genius, and help a listener whose future in-laws keep letting themselves into the house, cleaning, dog-sitting, and crossing every boundary imaginable. It's an episode about weddings, breakups, overbearing families, and why sometimes "helpful" can go way too far. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 03 Jul 2026 - 785 - Should Married People Reply To Exes?
Jared is back from his book tour convinced dating is rougher than ever, and he and Jordana break down why so many singles are feeling burnt out. Then they tackle whether asking for someone's Instagram or Snapchat before a first date is a hookup red flag, if you should reply when an ex apologizes 12 years later, and whether all men over 40 on dating apps deserve the bad reputation. Plus, is it fair to ask your boyfriend to wear pants around the house, and does living together "feeling like a vacation" actually mean you're not being taken seriously? It's a packed episode full of dating hot takes, relationship debates, and the kind of questions every couple will end up arguing about. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 01 Jul 2026 - 784 - Is Using ChatGPT For Relationship Advice A Red Flag?
Jared shares the wildest piece of weight loss advice he's ever gotten from a fan at a country club, leading to a discussion about criticism, internet comments, and why the people who care enough to complain might actually be your biggest fans. Then, J&J debate whether it's an ick or just being picky when a hinge date pulls out a Bible app and reads a favorite verse at a dive bar over chicken salad sandwiches. Too passionate? Later, a listener discovers her boyfriend secretly asked ChatGPT if he should break up with her and finds a list of complaints about her! Is using AI as a relationship therapist a red flag, or is reading someone's private doubts the real problem? J&J have some thoughts! Our last email was originally inspired by Lindsey Hall's Substack, I Stumbled Across My Boyfriend's ChatGPT and It Ended Our Relationship Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 26 Jun 2026 - 783 - How Do I Stop Getting Attached So Fast?
The Knicks' recent success is creating a wave of new fans, and Jared explains why sports foster community, connection, and shared experiences, while Jordana compares it to the passion people have for Bravo and reality TV. Then J&J tackle one of adulthood's biggest questions: how do you know if you actually want kids, or if the DINK life is right for you? Plus, they debate a dishes-related relationship standoff, unpack the emotional fallout of being ghosted after a great Hinge date, and ask whether an out of town wedding invite on date five is romantic or a major red flag. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 24 Jun 2026 - 782 - Should You Tell Dates You're on a GLP-1?
Jordana risks a parking ticket after creating her own train station parking spot, while Jared celebrates a glowing dentist report and shares why his gums are finally growing back. Then J&J debate whether a hinge date carrying a gallon jug of water everywhere is an instant ICK or just a dedicated hydration habit. They also discuss how GLP-1 medications are changing modern dating, from awkward dinner dates where you barely eat to deciding whether you should tell someone you're taking it. Plus, Jared opens up about his own GLP-1 experience, weight loss, food noise, and waiting to find out if Walking Red Flag made the New York Times Bestseller list!! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 19 Jun 2026 - 781 - My Fiancé Is Cheating Through The Notes App!
Jared is officially OVER hearing himself talk after weeks on his book tour, but appreciates all the great feedback from fans who have read his book. J&J get into listener questions, reacting to a woman who discovers her fiancé secretly messaging his ex through a shared Notes app, leading to a conversation about “open phone policies” and whether they’re ever a good sign. Later, they tackle an icky or picky about a 32 year old fiancé who wants dinner with his parents four nights a week (or more), and a red flag or dealbreaker involving a date who may have gotten a little too excited from a simple touch on the couch. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 17 Jun 2026 - 780 - Would You Date a Man Who Had Four Kids Via Surrogacy?
Summer is finally here, and Jared and Jordana are feeling the relief after what felt like New York's longest winter. They dive into the realities of parenting twins, why single parents deserve way more credit, and the surprising story of Olympic champion Alysa Liu's father choosing surrogacy and solo parenthood. Plus, Chelsea Handler publicly calls Bobby Flay a bad date after he ordered room service and left her with the bill, sparking an "Icky or Picky" debate. Then, a listener's daughter's serious boyfriend says he's "all in" but refuses to meet the parents. Is it normal after a recent divorce, or a red flag? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 12 Jun 2026 - 779 - My Boyfriend's Side Hustle Is Ruining Our Relationship
Jared recaps his Kelly Clarkson appearance, the launch of his new book, and why seeing your book in an airport might be the ultimate career milestone! J&J then unpack listener questions: a first vacation to Morocco that had daily sex but zero "I love yous," and debate whether a romantic getaway can reveal a deeper compatibility problem. They also tackle an icky or picky about a gym guy who put his number directly into someone's phone, plus a relationship dilemma involving a boyfriend secretly working nearly 80 hours a week between his regular job and Home Depot. And yes, things somehow end with a debate about men's underwear, Simon Cowell, and whether couples who "never fight" are actually communicating at all. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 10 Jun 2026 - 778 - Why is My Ex-Fiancé's Profile Picture My Dog?!
Jordana opens this episode with a question for Jared: do some men really think parents find out they’re having twins at the delivery room? That kicks off a hilarious conversation about prenatal care, “punch bowl” movie myths, and just how little some people know about pregnancy. Then J&J debate whether reporting your ex-fiancé’s Facebook profile picture (featuring YOUR dog) is petty or justified, and help a listener stop spiraling after discovering her boyfriend’s Stagecoach cheating scandal. Jared also shares why he avoids hot takes, talks about his upcoming book launch, and reveals his very specific pool temperature requirements for his visit at Jordana’s! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 05 Jun 2026 - 777 - Does He Just Want a Wife?
Jared is packing a tux for a black-tie-optional wedding, which leads to a debate about plus-one etiquette and who should pay for the wedding gift when you're newly dating. Then they discuss a listener’s theory that the best place to meet men is a Wednesday night bowling alley and introduce Jared’s Summer Strut Challenge: 12 walks in 12 weeks to grow your dating network through friends and family! They then break down whether excessive exclamation points and smiley faces are actually an ick, plus a tough question about dating someone who talks about marriage but never makes you feel cared for. And in Red Flag or Deal Breaker, they cover being compared to an adult star, getting discovered through a viral TikTok crush post, and farting in relationships. Check out Jared's new book! 👉 Order Walking Red Flag: Dating Advice from Your Favorite Guy Friend Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 03 Jun 2026 - 776 - Bumble’s New AI Matchmaker “Bumblebee” Explained
J&J get into a recent article where they mention dating has become a luxury in 2026! From $20 coffee dates to the hidden “pink tax” women pay just to get ready, maybe it really is too expensive to date these days. Then they break down Bumble’s new AI matchmaker “Bumblebee,” why Jared thinks dating apps are just slot machines for lonely men, and whether AI is making modern dating even more fake. Plus, an “Icky or Picky” email about a college guy admitting he masturbates to a match’s profile photo sparks a surprisingly nuanced conversation about dating expectations, sexual honesty, and learning how to date in your 20s. Later, they unpack a marriage conflict years in the making after a husband still hasn’t read his wife’s wedding vows, and why “testing” your partner instead of communicating never works. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 29 May 2026 - 775 - Can Someone Truly Change After Cheating?
This week J&J unpack why lying in a relationship can be worse than cheating itself and debate whether an ex warning a new girlfriend is “helpful” or completely unhinged. They break down a breakup that left one listener scrambling for a new apartment and explain the difference between being petty and being prudent when money and resentment collide. Plus, Jared defends his longtime 'finger in the butt' stance while Jordana gives practical advice for couples trying new things in bed without shame or panic. They also discuss a man who refuses to wear deodorant (red flag), a fiancé calling another woman “the prettiest girl he’s ever seen,” and Jared accidentally discovering he’s been saying “sight on scene” instead of “sight unseen” for years! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 27 May 2026 - 774 - Dr. Orna On The Biggest Mistake Couples Make
This week J&J welcome Dr. Orna Guralnik from Couples Therapy to talk about the biggest mistakes couples make before they ever step into therapy! Dr. Orna explains why “agree to disagree” is usually just code for “I’m exhausted trying to change you.” The conversation gets hilarious when Jared roleplays a full couples fight about chicken vs. steak dinner and accidentally reveals his deepest relationship fears. Plus, Dr. Orna shares the biggest sign couples therapy is happening too early, the moment it’s officially too late, and why respecting your partner’s differences matters more than ‘winning’ the argument! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 22 May 2026 - 773 - Should You Tell Your Ex You’re Pregnant?
Jordana and Jared are judging Mother’s Day Instagram tributes like they’re relationship crime scenes. And honestly, some of these captions are screaming “save the marriage post!” They debate whether a woman should warn her ex that she’s pregnant with her new boyfriend’s baby, discuss a first date where a guy ate a pastry and drank coffee in front of his hungry date, and debate over whether sending a nostalgic middle-school boyfriend photo is sweet or secretly flirty. They also tackle a missing-front-tooth dating dilemma, a possible hoarder girlfriend, and a man who told his live-in girlfriend to move out for a month so he could “work on his mental health.” We think this relationship is doomed! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 20 May 2026 - 772 - Married a Gay Man… And We’re Completely Monogamous ft I Married a Gay Man
J&J are joined by Samantha Wynn Greenstone and Jacob Hoff, the married couple behind the “I Married A Gay Man” podcast, to unpack the relationship dynamic that has the internet completely fascinated! They tell their story of meeting during a Fiddler on the Roof audition, becoming inseparable best friends, and the text message that changed everything after an energy healer told Samantha they shared a “spiritual umbilical cord.” Jacob opens up about identifying as gay while being deeply in love, monogamous, and raising a baby with Samantha, while the group dives into why labels, attraction, and soulmate connections don’t always fit into neat boxes. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 15 May 2026 - 771 - Is a Breakup Revenge Post Ever Okay?
Jordana and Jared hang in Florida and we hear about it on today’s ep! Jordana shares what no one tells you about traveling with twins, including getting interrogated by strangers about her fertility journey, making up fake answers about how many minutes apart the babies were born! J&J get into listener questions and debate whether divorced parents should still take family photos together at a Sweet 16, unpack a chaotic breakup revenge post asking for “female references” before dating men, and decide if a man secretly liking his own Instagram posts from a finsta is a red flag or just deeply embarrassing! Plus, they break down the most unhinged first date confession ever: a guy casually calling porn “documentaries.” Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 13 May 2026 - 770 - He Won’t Go To Therapy But Says I’m the Problem
Jared and Jordana are back with a Friday Feels episode covering everything from postpartum “groove returns” and winter baby timing to why February birthdays hit differently! They revisit the good times of Facebook event invites, group emails, and how dating used to feel before constant texting took over. A listener's email sparks a debate about “babe” texts, over-texting before a first date, and whether you should just go on the date or call it early. Then they break down a 21-year-old married listener asking if she’s incompatible with her DJ husband who refuses therapy and says she has “bad energy.” Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 08 May 2026 - 769 - The “Girl You Don’t Need to Worry About” Problem
J&J are back in the studio, where Jordana reveals it’s actually pretty normal for partners to try breast milk, so does that make it weird if Jared does? Then they get into your emails, starting with a listener whose boyfriend keeps going out of his way to help a female coworker even after she said it made her uncomfortable, and why the pattern matters more than the excuse. Another listener gets love bombed all week, invited to a wedding two months out, then hits with a last minute switch to drinks and a “can we hang after if it goes well?” text before getting unmatched, and J&J explain why that feels like a setup. They also debate if saying “I’m bored” seven months in is honest or just rude, and whether telling your date you’re attracted to someone else is ever okay. Plus, a Hinge match turns dating into a job interview with phone screenings and scheduling dates a month out. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 06 May 2026 - 768 - Why Hot Takes Are Ruining Dating Advice ft. Dear Shandy
Dear Shandy hosts Sharleen Joynt and Andy Levine join Jared Freid and Jordana Abraham for a fun Friday Feels crossover at Betches HQ! We get into how they each approach dating advice, why so many people are stuck “analyzing behavior,” and the difference between being confused and just turned off. Then they play a fun round of True Love or True Likes?, reacting to famous couples like Lauren Speed & Cameron Hamilton, Jason Tartick & Kaitlyn Bristowe, Amanda Batula & Kyle Cooke, and more! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 01 May 2026 - 767 - Ryan Seacrest’s Dating Red Flags Make No Sense
Ryan Seacrest’s “dating red flags” get J&J talking and how out-of-touch celebrity dating advice can be - waving at people should not be a red flag, Ryan! Jared and Jordana unpack a frustrating Hinge situation where a guy pulls back after 6 dates and claims he wants to “be friends first,” and why that’s usually just a soft exit, not a strategy. They then get into a hyper-specific first date debate: is it rude if your date doesn’t tell you where they are inside the bar, or just normal app behavior? Lastly, they discuss engagement timelines and what the “right” window is between ring shopping and getting down on one knee, and whether waiting too long is a red flag or just life happening! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 29 Apr 2026 - 766 - Should You DM the Girlfriend If You’re the Other Woman?
Jordana and Jared kick things off discussing their night before at a fun client dinner that somehow turns into a lesson about the one airplane seat that always survives a crash (allegedly, 11A)! From there, they get into travel drama, including middle seat horror stories, whether couples who book the aisle and window are selfish, and how being nice to a gate agent can score you a surprise upgrade! Then it’s into listener emails: a petty or prudent about DMing a secret girlfriend after a Tinder hookup, and an honest breakdown of why one guy keeps striking out on first dates. They unpack dating fatigue, transactional energy, and the subtle signs you need to pay attention to to delete the apps! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 24 Apr 2026 - 765 - He Matched With Me… And My Brother! A Dating App Nightmare
Jordana and Jared are back in the studio and immediately spiraling about NYC heat, aging, and why early flights now require a full recovery day! They debate whether a man in his late 30s sleeping in a twin bed is an instant ick and why his mom might be the bigger red flag. Then, a listener asks if it’s okay to date while still living with an ex, and whether that situation might signal you’re not ready for something serious. Plus, red flag or dealbreaker gets wild: matching with your brother on a dating app, a $500 first date that feels too pricey, and whether a lisp is enough to end things. Jared has some thoughts about this speech pathologist! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 22 Apr 2026 - 764 - What’s the Right Way to Approach Someone IRL?
J&J kick off today’s Friday Feels discussing New England Patriots coach Mike Vrabel being spotted holding hands with another married woman, and whether interlocking fingers can ever be explained as “just friends.” Jared shares a surreal run-in with TikTok-famous Costco Guys while buying Ozempic, and why it felt a little too close to influencer rock bottom. They then dive into Instagram’s possible new feature that lets you secretly watch IG stories, track rewatchers, and how it could quietly ruin dating. Finally, they tackle listener drama: a drunk friend stirring engagement jealousy and the right (and wrong) way to approach someone at the park for a date! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 17 Apr 2026 - 763 - The Moment His TikTok Fame Ruined the Date
Are people cheering for me to be in a relationship or single?! Jared talks about how public reactions to his new relationship make him reflect on his dating history and social media pressure, including whether he should post his girlfriend or not. They answer emails, starting with a guy who insists on bringing his dog on a second date and even feeds it from his fork. EW! They also react to a listener who sent a brutally honest rejection text to a “TikTok famous” guy who wouldn’t stop talking about his money, real estate, and trust issues. J&J then debate an email about dating into a wealthy country club family and whether it crosses the line from culture shock into straight-up judgment. Later, a widow’s date asks if she’ll “compare all future partners” to her late husband. We’re calling it a major red flag! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 15 Apr 2026 - 762 - My Friend & My Ex Are Hooking Up!
In this Friday Feels episode, J&J dive back into reality TV drama that’s hitting all of our feeds: Summer House dating announcements from Wes and Amanda. They break down Amanda Batula and West Wilson’s relationship announcement on IG, dissecting why a vague “we” statement can ruin friendships and trigger the internet. Jared shares his first-hand experience meeting his girlfriend’s parents (and niece!) with NYC chocolate babka in hand, because what’s a gift without a story? They then tackle an “icky or picky” from a listener who received a novel-length first text from a new guy. Lastly, a first date goes so well, but the guy wants to end it before things get serious because she mentions moving in a year. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 10 Apr 2026 - 761 - Why Situationships Hurt More Than Breakups
Jared and Jordana are back and immediately diving into Summer House drama, breaking down the Amanda, West, and Ciara rumors and why situationships might hurt more than traditional breakups. They debate whether hooking up with a friend’s ex is worse when things weren't fully official, and what it says about dating after a long relationship. Then it’s listener dilemmas, from whether it’s petty or prudent for an ex to sneak into your apartment to grab his stuff to what it means when your husband refuses to wear his wedding ring, plus J&J weigh in on oral dealbreakers, anti-tickling boyfriends, and siblings turned roommates. Jared’s mom joins this episode for some sound perspective, it’s one you don’t want to miss! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 08 Apr 2026 - 760 - Follow These Rules For Meeting The Family
Jared is officially meeting his girlfriend’s parents, but what should he bring? J&J break down the strategy of what to bring, expectations of meeting the family, and what actually matters during that first intro. Jared and Jordana get real about long distance dating, traveling for a relationship, and how to set boundaries when your partner joins you on work trips. They also unpack a listener’s “OnlyFans comment” nightmare after a first date setup goes sideways on Instagram. Plus, Jared explains why asking for Instagram instead of a number is a major red flag! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 03 Apr 2026 - 759 - What Changes In A Relationship After Kids?
Jordana is back after maternity leave with twins (AKA “Twisters”), and she and Jared finally catch up on everything! The two get into the What Are You Up To? segment brought to us by HBO’s Euphoria. Jordana shares life with newborns and how her relationship with Mike has changed, from couples therapy to what actually matters in a partner once you have kids. Jared drops a major update: he has a girlfriend! They originally met at the Comedy Cellar, dated years ago, we hear how they decided to date again! Plus, they get into some fun red flags or dealbreakers: debating whether not asking about a sick cat is a dealbreaker, how much you should tip on a $45 date, and why trying too hard, or not at all, might both be red flags!! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 01 Apr 2026 - 758 - My Partner Makes Me Feel Stupid… Now What? ft Emma Willmann
Jared is joined by the hilarious Emma Willmann for the final episode with a guest cohost! They break down a relationship where a boyfriend won’t stop correcting his dyslexic girlfriend’s grammar and why that might actually be a deal breaker. Jared shares a wild DM involving a “dead grandma date request,” leading to one of the strangest fan interactions he’s ever had. Lastly, they get into a listener being judged for kissing her friend while questioning her sexuality. Jared and Emma get into all your dating questions and more! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 27 Mar 2026 - 757 - I Dumped Him in Public So He “Wouldn’t Make a Scene” ft Tiff Baira
Jared Freid sits down with Tiff Baira to learn all about Street Hearts, how to flirt with men and the best place to break up in NYC. They dive into listener dilemmas about how to turn long, flirty bar conversations into a real first date, and what to do when you are stuck in “Instagram limbo” after making the first move. The conversation also gets into major “ick” territory, including mouth open chewing, loud talking on dates, and whether sensory triggers like misophonia are real dealbreakers or just being too picky. The episode wraps with a funny “Petty or Prudent” game featuring a breakup, a questionable shower head theft, and post-relationship revenge etiquette! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 25 Mar 2026 - 756 - What Are the Rules of an Open Relationship? ft Ashley Gavin
Comedian Ashley Gavin joins Jared to talk about dating, sexuality, and the chaos of life on the road! Ashley explains her open relationship rules with her girlfriend, their monthly check-ins, and how touring sometimes leads to unexpected hookups. They tackle listener emails about bisexual curiosity blowing up a relationship and whether a 35 year old with a roommate should be a concern? Plus, Ashley shares what life on the road is really like, from asking a hookup to put her knife away to fans having unexpected coming-out moments at her shows. It’s a fun episode where we learn all about the Gavin Method!! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 20 Mar 2026 - 755 - Is “Right Person, Wrong Time” Actually Real? ft Logan Ury
Jared is joined by Hinge relationship expert, Logan Ury, to break down some of the biggest dating questions listeners are dealing with right now. They debate whether asking for a voice note before a first date is an innocent preference or a major red flag, and unpack the idea of “digital body language” when someone is great in person but disappears over text. They also dive into the classic “right person, wrong time” debate and the Sex and the City taxi-light theory of commitment. Also, one listener wonders if dating in NYC has become impossible thanks to hyper optimized schedules full of cold plunges, pilates, and skincare routines. Is it selfish or self care? Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 18 Mar 2026 - 754 - I Love My Boyfriend But I’m Scared To Move In Together
Jared is joined by BETCHES’ own Tess Tregellas for a hilarious Friday Feels episode. Tess shows up with a positive attitude but she does reveal she just learned sad news about her childhood dog. But quickly turns the mood around as they dive into listener dilemmas! They debate whether calling your fiancée a “solid 8 out of 10” is a red flag or a relationship killer, and explore why words like “pulchritudinous” are far superior to numbers when describing your partner. Later, the two help a listener spiraling about moving in with her boyfriend in NYC, covering anxiety, overthinking, and why sometimes you just have to be excited about love! Plus, Tess shares the wild story of meeting her boyfriend while wearing a wedding dress! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 13 Mar 2026 - 753 - The Silent Relationship Killer you CAN Avoid ft Aleen Dreksler
This week on U Up?, Jared is joined by Aleen Dreksler, CEO and co-founder of BETCHES, for a chaotic and honest deep dive into mama drama, ex etiquette, and career vs. kids debates. They discuss boundaries with mother-in-laws and what you can negotiate versus when you should just say nope, covering everything from holiday turf wars to posting your baby on Instagram without permission. Then it’s petty or prudent when an ex crashes a run club and sends a seriously annoying “it’ll get easier over time” text. Plus, an Icky or Picky ruling on a second date who announces a strict “no phones at the table” policy like he’s running a dictatorship. Be sure to not miss updates from Jordana! 👉 https://subscribe.betches.com/u-up-with-benefits Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 11 Mar 2026 - 752 - Is He Avoiding Sex On Purpose? ft Dr. Naomi
Jared is joined by Dr. Naomi Bernstein of the Oversharing podcast to unpack dating after divorce, performance anxiety, and whether taking intimacy slow signals emotional baggage. They break down an email from a 34-year-old woman dating a gentle, recently divorced man who says something “deeper than biology” is blocking intimacy. Then they debate if a flight attendant was right to tell a 30-year-old guy he’s “too nice for casual dating.” Plus: performance anxiety, people pleasers, alpha vs beta energy, and why sexual chemistry doesn’t always match long-term potential. Jared and Dr. Naomi get deep and at one point, when Jared asks Dr. Naomi to give him real advice about his own dating life! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 06 Mar 2026 - 751 - Would You Date Someone With 2 Boyfriends? ft Bob The Drag Queen
Bob the Drag Queen and Jared kick off today’s episode bonding over their favorite WWF wrestlers and swapping stories from their early stand-up comedy days. Then they dive into modern dating drama, including a straight boyfriend who wants to explore drag, but his girlfriend is feeling insecure and unsure how to navigate it. They red flags, deal breakers, and quirky relationship moments, from mannequins at the front door to reality TV obsession. Bob talks about having two boyfriends and advises an emailer that dating an ENM man is a definite dealbreaker if you’re monogamous at heart! Along the way, Bob shares stories from Eddie Izzard, Harry Styles, Moulin Rouge, and life on stage. It’s a fun episode you don’t want to miss, and be sure not to miss Bob on Broadway until March 22! 👉: https://www.bobthedragqueen.com/appearances Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 04 Mar 2026 - 750 - Should You Break Up Over Bad Kissing?
Jordana is on maternity leave, so Jared Fried is joined by BETCHES’ Jack Maloney to break down a second date disaster featuring aggressive tongue, a “breast exam” style titty grab, and whether bad kissing is an ick or just picky. They share exact language to use in the moment like whispering “slow down” and how to reset physical chemistry on date three. Jared tackles a listener’s breakup after a layoff where an ex is telling people she only dated him for money, and he explains why the dumper is always painted as the villain and the one text to send. Plus, they answer a vulnerable email from a trans woman who feels invisible in dating and unpack how straight men think about attraction, fear, and identity. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 27 Feb 2026 - 749 - Is A 14 Year Age Gap Too Much? ft Yamaneika Saunders
Yamaneika Saunders joins Jared Fried while Jordana Abraham is on maternity leave, and nothing is off limits. She breaks down dating at 47, hooking up with a 33-year-old Pisces, and why she refuses to “debate” her worth! They get specific about sexual chemistry, age gaps, and why synergy in bed matters more than body count. Then they tackle a 29-year-old gamer whose girlfriend hates his Fortnite obsession, a woman posting flyers to “curse” her ex in South Philly, and whether walking a kitten in a stroller is a red flag or secretly hot. Yamaneika says hot. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 25 Feb 2026 - 748 - He Cheated for Almost a Year — How She Finally Found Out
On this week's Friday Feels, Jared Freid is joined by BETCHES' own Maddie Mahoney, tackling cheating exes, pyramid scheme drama, and the first date red flags that say everything about a person. A listener discovers her ex had a secret girlfriend for nearly a year while they were together, so was getting him uninvited from a wedding petty or prudent? Then a husband asks how to tell his wife that Arbonne is a scam without blowing up their marriage. Maddie also shares her genius gift-giving hack so you will never forget a loved one's gift again! Lastly, Jared breaks down why when hearing "my life is a sitcom," you should expect them to follow up with "all my exes are crazy" and "I don't wait in lines" and end the date early. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 20 Feb 2026 - 747 - He Fights Dirty With His Family—Will He With Me? ft Matteo Lane
Why is everyone obsessed with Heated Rivalry? Jared and his friend from the stand-up comedy world, Matteo Lane, kick things off by unpacking the hype around the viral hockey romance before diving into a chaotic round of red flag or dealbreaker. They debate whether a boyfriend kissing his girlfriend every single time she gets in the car is romantic or suffocating, react to the shock of a surprise giant tongue ring mid-dating, and argue over a man who feels “betrayed” after learning his girlfriend had a nose job at 19. The episode spirals into celebrity look-alike delusion (strong Joey Tribbiani energy), plus why everyone can’t stop talking about The Golden Bachelor! It's a modern dating drama, cosmetic surgery disclosure debates, and maybe too brutally honest relationship takes! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 18 Feb 2026 - 746 - Why Dating Feels So Negative Right Now ft. Matchmaker Maria
Is celebrating Valentine’s Day a basic expectation, or optional? Jared and Matchmaker Maria unpack a petty or prudent situation where a woman uses an entire couples spa gift card on herself after her boyfriend refuses to acknowledge Valentine’s Day at all. J & MM break down how attitude is everything in dating and why showing up authentically matters, especially for Gen Z. They also share what to do if you’ve been seeing someone for one day versus a few months for Valentine’s Day. Then, a listener asks how to tell a guy she wants to wait to have sex, without killing attraction, right before their first Valentine’s Day together. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 13 Feb 2026 - 745 - When Body Image Becomes a Dating Issue ft. Sami Sage - Co Founder of Betches
Jared is joined by original U Up? co-host Sami Sage for a fun episode that kicks off with body image, Ozempic shame, and why vulnerability isn’t owed, but it does matter. They unpack a listener’s dilemma about dating a woman who may have lost weight on GLP-1s and whether hiding old photos is a red flag, a boundary, or none of his business. Then they review texts from a guy who gives his date the ick by editing his messages multiple times, one edit should be the max! Sami and Jared also discuss what women should actually get men for the upcoming Valentine’s Day. Lastly, they dig into two red flag deal breakers: staying close with an ex-wife and being single at 33 – is that a red flag? Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 11 Feb 2026 - 744 - He Dumped Me Because Of My Music Taste?!
Jared is joined by VP of BETCHES, Bryan Russell Smith, to kick off a Friday Feels episode that starts with a funny discussion about watching Heated Rivalry and why women are loving this show so much! Bryan shares how he met his now-husband at a bar after losing his coat, their age gap, and what Jared thinks straight dating could learn from gay dating honesty. They then dig into an icky or picky email where a listener gets dumped for loving Beyoncé, Taylor Swift, and Sabrina Carpenter instead of indie rock. Jared and Bryan answer a Valentine’s Day gift question, revealing why Valentine’s Day cookies aren’t just treats, but a way to show where someone really stands in a relationship. Finally, they answer a vulnerable email about disclosing STI on a first date, and if sharing an educational podcast is the way to go? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 06 Feb 2026 - 743 - Why Money Conversations Matter Early in Dating ft Vivian Tu
Jared welcomes Vivian Tu (@your.richbff) as the first guest during Jordana’s maternity leave, and the conversation focuses on one of the most emotional topics in relationships: money. Vivian shares why she left Wall Street, how she became a personal finance creator, and why it is important to talk about money with your partner, even on date one. They tackle a real rent divide dilemma, breaking down how splitting costs “equally” can quietly build resentment when incomes are not the same, and why a fair, proportional split matters more. They unpack a prenup panic email, where a boyfriend wants a prenup because the government already has one on your marriage, making refusal to discuss one the real red flag. Vivian also drops a hard truth: a guy can be rich on paper, but if money is all he brings to the table, he is actually poor where it counts. Be sure to check out Vivian’s new book: Well Endowed, out everywhere now! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 04 Feb 2026 - 742 - He’s 24, I’m 37 - Can We Really Be In Love?
It’s Jordana’s last episode before maternity leave but you can still catch episode with Jordana on their latest Benefits episodes 👉 betches.com/podcast-channel/u-up/ J&J get into emails and break down a petty or prudent dilemma involving a $20,000 “gift” from a wealthy ex and whether keeping it after a breakup is fair game. Plus, an advice email sparks a heated conversation about saying “I love you,” with age gaps 24 vs. 37, and why not all “I love yous” mean the same thing! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 30 Jan 2026 - 741 - I Can’t Stop Comparing Myself to His Ex!
Jordana is getting ready to have her twiblings, and she and Jared talk about childhood memories and how they were raised! Then they jump into emails, starting with a listener in an ethically non-monogamous relationship wondering if she accidentally sent a hookup coded message when setting up a first date. Next, they offer thoughtful advice on when and how to bring up losing a family member while dating without scaring someone off. Then they dive into an icky or picky where a listener’s boyfriend spits loogies and snot rockets on walks, is it just “man behavior” or a real turnoff? Lastly, J&J get into red flag or dealbreaker, covering dating a great guy with a kid and a difficult ex, partners who speed through 2- to 4-month relationships, and a date who picks up their plate and licks off what’s left at the end of a meal! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 28 Jan 2026 - 740 - Coming Out After Kids ft Chris Appleton
J&J are joined by celebrity hairstylist Chris Appleton, known for styling Jennifer Lopez and Kim Kardashian, to talk about hair, confidence and dating as a dad of two. Chris explains how hair can empower you, help you see yourself clearly, and change how you show up in dating and life. He opens up about his past relationship with a woman, raising children together, and navigating marriage and divorce in the public eye. Chris also shares how discovering his sexuality later in life helped him gain a deeper understanding of himself. Lastly, J&J and Chris answer a listener's question about an open relationship that’s getting difficult because one person caught feelings! Be sure to check out this episode and Chris’ new book Your Roots Don’t Define You, out now! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 23 Jan 2026 - 739 - My Ex Wants Our Dog Back
J&J touch on the Ashley Tisdale friend-group drama and how being quietly dropped by friends feels a lot like modern dating, where things just fade out instead of ending with an honest conversation. J&J dive into listener emails, starting with a listener wondering if dating someone with zero social media in 2026 is normal or a red flag? They debate a messy breakup dog custody case in a classic petty or prudent, breaking down responsibility, fairness, and post-breakup guilt. Advice continues with how to deal with single friends who complain about dating but refuse to actually go on dates?! They end the episode with some fun red flag or dealbreaker about eating fries with a fork, to splitting a pricey bottle of wine and giving big birthday gifts too early. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 21 Jan 2026 - 738 - How to Spot Swinger Signals
Jared’s making new friends in Florida-until a toe gets a little too friendly with his knee, sparking suspicions that one new pal might be part of a swingers couple. J&J dive into a first-date email from a woman whose date keeps a solo, youthful photo of his mom as his iPhone lock screen - sweet, or deeply unsettling? Next, they tackle a listener question about navigating the ticking biological clock on dating apps and whether it’s fair game to talk kids on a first date. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 16 Jan 2026 - 737 - We're Engaged, So Why Am I Still Hidden on His Socials?
J&J dive into New Year’s resolutions and float the idea that partners should choose each other’s goals, mostly because Jordana would like to veto Mike’s marathon plans. They get into listener emails, including one from a woman confused about being instantly unmatched for not sharing her number, and Jared explains why jumping straight to “Can I text you?” can backfire. In Petty or Prudent, a listener wonders if she may have crossed a line after throwing a situationship’s forgotten car key into Lake Ontario. Oops! Inspired by Tell Me Lies season 3, Jared and Jordana debate a Red Flag or Dealbreaker where a man performs a song about his ex—while his new girlfriend watches from the crowd. They also unpack a nine-year on-and-off relationship that ends in an engagement ultimatum, and what it all says about boundaries, timing, and whether a relationship is actually right for you. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 14 Jan 2026 - 736 - Would You Date Someone With Immature Friends?
In this Friday Feels episode opens, Jared and Jordana get into Jared's very Florida Christmas and whether he really deserved getting called out for taking selfies in public. They dive into whether Happy New Year” is a criminally lazy dating-app opener, how late is too late to send it, and the exact moment “HNY” becomes unforgivable. Then, a listener questions whether her husband’s friends are genuinely uncomfortable or just chaotically harmless, and how much nonsense you’re actually expected to tolerate at the beginning of a relationship. Finally, J and J wonder if a listener should 'tolerate' or 'tap-out' – debating whether it’s worth pushing for a second date or if rejection is just the universe telling you it was never a match to begin with. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 09 Jan 2026 - 735 - Is Publicly Exposing Cheaters Wrong?
Jared and Jordana kick off the episode virtual and fully locked in, watching a viral TikTok text where a man ghosts after a great first date, then comes back claiming he was overwhelmed by how good it was. What?! Next, J&J dive into a Petty or Prudent email featuring a cheating fiancé, screen-recorded Instagram DMs, and the very real question of whether exposing him to friends and family is justice… or too far. The episode wraps with rapid-fire red flag or dealbreaker emails—from entitled travel meltdowns to lopsided housework and a boyfriend who treats law school acceptances like a relationship ultimatum. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 07 Jan 2026 - 734 - The Biggest Dating Week of the Year
Happy 2026! It’s the New Year where it is peak breakup time and peak dating app download, and J&J are breaking down why January is when relationships end and downloads surge. They explain Divorce Day, Dating Sunday, and how the fresh start of a new year pushes people to rethink their love life and get back on the apps. Since this is the biggest dating app week of the year, they share their top tips for building a better dating profile, including first photo rules, prompt mistakes, and how to get better dates, not just more matches. The two then review two dating app makeovers, common profile red flags, and advice for starting the year strong on the apps to find love! Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 02 Jan 2026 - 733 - New Year, New Dating Rules
It’s New Year’s Eve, and J&J are ringing in the new year with bold and actionable personal dating and relationship resolutions. Jordana and Jared dive into listener emails about a NYE kiss ruined by strict no-PDA rules and jealousy over an innocent peck on the lips from a gay best friend. They also break down a listener’s New Year’s Eve ‘petty or prudent’ move, where she secretly canceled her ex’s reservation after a three-year situationship ended. Comment below telling us your favorite part or your dating or relationship resolutions! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 31 Dec 2025 - 732 - Is Saying Your Dog is your Kid an Ick?
Jordana and Jared talk about the strange week between Christmas and New Year when time feels fake, routines disappear, and the pressure to reinvent your life creeps in too late. Jordana’s growing baby countdown is upon us and Jared reacts to becoming an uncle and jokes about parenting prep and unrealistic TV labor scenes! Next, they react to a viral dating influencer who claims his high standards are why he is single, breaking down why the take feels insecure, manipulative, and driven by rage bait. Finally, they debate an icky or picky email about a date who joked that his dog was his child and why the timing made it more uncomfortable than funny. Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 26 Dec 2025 - 731 - Is Christmas A Relationship Test?
Merry Christmas Eve from your friendly elf and what seems to be Jared as sexy Santa? Jared talks about a potential gym flirting moment that leads into a deeper conversation about dating burnout, emotional self protection, and why avoiding risk can start to feel safe but sad, with comparisons to Leonardo DiCaprio style dating rules. They break down listener emails about bringing a boyfriend of two years to a family Christmas party, asking when it is actually the right time to include your significant other in family holiday gatherings. J&J read a petty or prudent about getting Christmas ornaments back, an email about a gifting fight over a valuable sentimental book, and multiple fed flag or deal breaker stories involving Christmas cheer, cultural gift rules, and whether believing in Santa at 21 is sweet or concerning. Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 24 Dec 2025 - 730 - Is a Boudoir Shoot As Christmas Present a Good Gift?
Jordana and Jared celebrate the holidays by sharing gift ideas, including Jared’s new book, Walking Red Flag, which we suggest pre-ordering! Next, a listener asks J&J to weigh in on whether her date’s bragging about delaying climax is an icky moment or just being picky. They answer a question about giving a boudoir photo shoot as a Christmas gift and how it can boost confidence. Would you do a sexy photo shoot for your loved one?? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 19 Dec 2025 - 729 - Who Covers Travel Costs After a Breakup?
Jared and Jordana kick things off with a little holiday gift exchange powered by Uber Eats, proving last minute gifting doesn’t have to be stressful! Then they tackle a big dating etiquette question: you book a trip together, break up, and suddenly you’re stuck with the bill - do you still split the bill? They then get into an icky or picky where a listener asks if her boyfriend’s top Spotify song of the year being his own, cringe or just a harmless quirk? Lastly, they get into some red flags: a married grown man sharing an Amazon account with his mom, and a boyfriend who still won’t show his apartment after four months of dating! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 17 Dec 2025 - 728 - Why Your Ex’s Instagram Still Messes With Your Head
This week on U Up?, Jared asks Jordana if when seeing an ex posting on social media can still hit harder than it should. They celebrate being named to Spotify’s Best Podcasts list, share Jared’s upcoming stand-up plans, and unpack his tradition of spending New Year’s alone. They dive into listener emails, including one about a gifting dilemma with someone who doesn’t celebrate the holidays, sparking a debate on what’s appropriate when you’re casually dating, in a segment sponsored by Uber Eats. Also, they unpack an icky or picky” email that asks whether nonstop talking and essay-length texts are a real ick or just part of modern dating? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 12 Dec 2025 - 727 - How Old Is Too Old To Be Gaming?
Jared shares a hilarious story about being approached by Hannah Berner’s cousin, including a moment where he is told to look less “miserable” during a mid-Florida night out. They share fun family memories, and Jordana recalls Lindsay Lohan’s BETCHES cameo that was a highlight this year. They then get into listener questions and debate how old is too old to play video games and why it is frustrating when your partner hides their hobby. Next, they tackle an “icky or picky” scenario about a date who brought an overnight bag, which is thoughtful but a little presumptuous. J&J also weigh in on red flags versus dealbreakers, including staying friends with an ex, unsolicited critiques about your apartment, and being asked to pay for a date at the last minute. It is a fun episode you do not want to miss! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 10 Dec 2025 - 726 - Will Jeff Bezos and Lauren Sánchez's Relationship Survive 2026?
J&J break down the most unhinged celeb “Jump Scare Couples” of 2025. From Jeff Bezos & Lauren Sánchez to Sydney Sweeney & Scooter Braun to Katy Perry & Justin Trudeau. They also dive into the chaotic romance of JoJo Siwa & Chris Hughes and the age-gap spectacle that is Bill Belichick & Jordon Hudson, predicting which pairs will fizzle, which will last, and which should come with a warning label? Then they answer a listener’s email about the weirdest question ever: “Which picture do you actually look like?” Be sure to vote for BETCH of the Year, judge freely, and relive the wildest celeb couple moments of the year 👉 https://betches.com/betch-of-the-year-nominees/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 05 Dec 2025 - 725 - When Is Too Early To Reveal A Kink?
J&J start off this episode on which TV shows you should binge and the answer is The Sopranos! They get into listener questions quick and debate whether it’s a dealbreaker when a guy sends too many selfies or if someone can come back from an ick. They talk about first-date boundaries and what’s too much to ask before meeting someone: handshake or hug. Then, they discuss whether it’s petty or prudent to call an ex’s job after he cheated. Finally, they close with a wild Red Flag or Dealbreaker about a match who reveals a kink before the first date even happens! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 03 Dec 2025 - 724 - Should I Break Up Before or After the Holidays?
J&J are here the day after Thanksgiving! The hosts talk holiday shopping and gift-exchange fun. They debate an icky or picky scenario with childhood artwork and give advice on ending a long-term relationship before the holidays. Do you think you should wait to break up or do it after the holidays? Learn more about your ad choices. Visit megaphone.fm/adchoices
Fri, 28 Nov 2025 - 723 - How to Answer ‘Why Are You Still Single?’
With the holidays here, Jordana & Jared help listeners handle the nosy “Why are you single?” questions from family! They also share survival tips for the biggest drinking night of the year and explain what ladder statements to use to lock in a first date. They also answer a listener’s questions on whether six weeks is too soon to meet someone’s family over Thanksgiving? It’s a fun, relatable episode you don’t want to miss! Learn more about your ad choices. Visit megaphone.fm/adchoices
Wed, 26 Nov 2025
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