U Up?
U Up? is a modern dating podcast hosted by Betches co-founder Jordana Abraham and comedian Jared Freid. They discuss the ups and downs of the dating world, from interpreting dating app interactions and weird sexual encounters to defining relationships and everything in between. The podcast aims to help listeners navigate the complexities of dating with humor and insight. It also offers bonus content and ad-free episodes through a subscription.
Episodes
Dumping Someone in Public: Is It Ever Okay?
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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
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! Las
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 whethe
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!
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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 a
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 in
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, an
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 o
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!
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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 rathe
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 with
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!
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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.
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 compar
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 te
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 you
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 so
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, a
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 unma
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 w
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 firs
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 wh
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
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
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 relation
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 dinne
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
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 servi
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
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,
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!
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. Pl
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 bu
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 relation
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
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
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 Swee
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 w
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 lo
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 &
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
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!
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 r
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
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 liste
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 nie
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 pr
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 “On
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 gir
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 listen
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 c
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, Ashle
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
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 “pul
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 pet
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-ol
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 manneq
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 l
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 ob
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 Ar
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 g
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
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 i
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 em
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 dow
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 lo
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 d
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 divo
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 pett
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 clo
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 listen
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 genu
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 justic
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 tip
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
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
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
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 sex
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 son
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