Episodes

  • Why Situationships Hurt More Than Breakups

    Why Situationships Hurt More Than Breakups
    Apr 8 2026
    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
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    1 hr and 34 mins
  • Follow These Rules For Meeting The Family

    Follow These Rules For Meeting The Family
    Apr 3 2026
    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
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    36 mins
  • What Changes In A Relationship After Kids?

    What Changes In A Relationship After Kids?
    Apr 1 2026
    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
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    1 hr and 19 mins
  • My Partner Makes Me Feel Stupid… Now What? ft Emma Willmann

    My Partner Makes Me Feel Stupid… Now What? ft Emma Willmann
    Mar 27 2026
    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
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    49 mins
  • I Dumped Him in Public So He “Wouldn’t Make a Scene” ft Tiff Baira

    I Dumped Him in Public So He “Wouldn’t Make a Scene” ft Tiff Baira
    Mar 25 2026
    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
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    1 hr and 16 mins
  • What Are the Rules of an Open Relationship? ft Ashley Gavin

    What Are the Rules of an Open Relationship? ft Ashley Gavin
    Mar 20 2026
    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
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    41 mins
  • Is “Right Person, Wrong Time” Actually Real? ft Logan Ury

    Is “Right Person, Wrong Time” Actually Real? ft Logan Ury
    Mar 18 2026
    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
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    1 hr and 24 mins
  • I Love My Boyfriend But I’m Scared To Move In Together

    I Love My Boyfriend But I’m Scared To Move In Together
    Mar 13 2026
    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
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    42 mins