Episodes

  • Should You Tell Dates You're on a GLP-1?

    Should You Tell Dates You're on a GLP-1?
    Jun 19 2026
    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
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    40 mins
  • My Fiancé Is Cheating Through The Notes App!

    My Fiancé Is Cheating Through The Notes App!
    Jun 17 2026
    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
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    1 hr and 22 mins
  • Would You Date a Man Who Had Four Kids Via Surrogacy?

    Would You Date a Man Who Had Four Kids Via Surrogacy?
    Jun 12 2026
    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
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    43 mins
  • My Boyfriend's Side Hustle Is Ruining Our Relationship

    My Boyfriend's Side Hustle Is Ruining Our Relationship
    Jun 10 2026
    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
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    1 hr and 28 mins
  • Why is My Ex-Fiancé's Profile Picture My Dog?!

    Why is My Ex-Fiancé's Profile Picture My Dog?!
    Jun 5 2026
    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
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    53 mins
  • Does He Just Want a Wife?

    Does He Just Want a Wife?
    Jun 3 2026
    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
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    1 hr and 38 mins
  • Bumble’s New AI Matchmaker “Bumblebee” Explained

    Bumble’s New AI Matchmaker “Bumblebee” Explained
    May 29 2026
    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
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    54 mins
  • Can Someone Truly Change After Cheating?

    Can Someone Truly Change After Cheating?
    May 27 2026
    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
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    1 hr and 33 mins