U Up?

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.
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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.
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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
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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.
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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!!
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