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30 episodes
Harry Jowsey Wants to Be a Stay-at-Home Husband
Ep 788 · Aug 14, 2026 · 34 min
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 yo…
Can You be Engaged for Years without Getting Married?
Ep 787 · Aug 12, 2026 · 1 hr 8 min
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
What Do Men Actually Want on Their Wedding Night?
Ep 786 · Aug 7, 2026 · 46 min
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
Jordana Is Looking for a New Sister-in-Law!
Ep 785 · Aug 5, 2026 · 1 hr 2 min
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 whet…
How to Survive Wedding Season Alone
Ep 784 · Jul 31, 2026 · 44 min
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/adchoi…
The Situationship Trap Nobody Talks About
Ep 783 · Jul 29, 2026 · 1 hr 22 min
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.…
Does Cheating Justify Public Humiliation?
Ep 782 · Jul 24, 2026 · 38 min
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
Would You Date Someone Who Sees Their Ex Every Month?
Ep 781 · Jul 22, 2026 · 1 hr 21 min
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…
He Emotionally Cheated. Is That Enough for Divorce?
Ep 780 · Jul 17, 2026 · 51 min
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 an…
Five Dates, No Kiss. Now What?
Ep 779 · Jul 15, 2026 · 1 hr 20 min
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…
Does Right Person, Wrong Time Exist?
Ep 778 · Jul 10, 2026 · 34 min
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 shou…
My GF Is a Phillies Fan and She Won't Shuttap About It
Ep 777 · Jul 8, 2026 · 1 hr 33 min
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 mo…
Is Fourth Of July The Best Weekend To Meet Someone?
Ep 776 · Jul 3, 2026 · 50 min
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…
Should Married People Reply To Exes?
Ep 775 · Jul 1, 2026 · 1 hr 28 min
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 vaca…
Is Using ChatGPT For Relationship Advice A Red Flag?
Ep 774 · Jun 26, 2026 · 30 min
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…
How Do I Stop Getting Attached So Fast?
Ep 773 · Jun 24, 2026 · 1 hr 19 min
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 wheth…
Should You Tell Dates You're on a GLP-1?
Ep 772 · Jun 19, 2026 · 40 min
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, Jar…
My Fiancé Is Cheating Through The Notes App!
Ep 771 · Jun 17, 2026 · 1 hr 22 min
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),…
Would You Date a Man Who Had Four Kids Via Surrogacy?
Ep 770 · Jun 12, 2026 · 43 min
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 ser…
My Boyfriend's Side Hustle Is Ruining Our Relationship
Ep 769 · Jun 10, 2026 · 1 hr 28 min
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 wo…
Why is My Ex-Fiancé's Profile Picture My Dog?!
Ep 768 · Jun 5, 2026 · 53 min
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. Ja…
Does He Just Want a Wife?
Ep 767 · Jun 3, 2026 · 1 hr 38 min
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…
Bumble’s New AI Matchmaker “Bumblebee” Explained
Ep 766 · May 29, 2026 · 54 min
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…
Can Someone Truly Change After Cheating?
Ep 765 · May 27, 2026 · 1 hr 33 min
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 o…
Dr. Orna On The Biggest Mistake Couples Make
Ep 764 · May 22, 2026 · 50 min
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 momen…
Should You Tell Your Ex You’re Pregnant?
Ep 763 · May 20, 2026 · 1 hr 16 min
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-f…
Married a Gay Man… And We’re Completely Monogamous ft I Married a Gay Man
Ep 762 · May 15, 2026 · 51 min
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, m…
Is a Breakup Revenge Post Ever Okay?
Ep 761 · May 13, 2026 · 1 hr 36 min
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 de…
He Won’t Go To Therapy But Says I’m the Problem
Ep 760 · May 8, 2026 · 54 min
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 l…
The “Girl You Don’t Need to Worry About” Problem
Ep 759 · May 6, 2026 · 1 hr 26 min
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 drin…
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