U Up?

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 clock on dating apps and whether it’s fair game to talk kids on a first date. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 listener wonders if she may have crossed a line after throwing a situationship’s forgotten car key into Lake Ontario. Oops! Inspired by Tell Me Lies season 3, Jared and Jordana debate a Red Flag or Dealbreaker where a man performs a song about his ex—while his new girlfriend watches from the crowd. They also unpack a nine-year on-and-off relationship that ends in an engagement ultimatum, and what it all says about boundaries, timing, and whether a relationship is actually right for you. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 genuinely uncomfortable or just chaotically harmless, and how much nonsense you’re actually expected to tolerate at the beginning of a relationship. Finally, J and J wonder if a listener should 'tolerate' or 'tap-out' – debating whether it’s worth pushing for a second date or if rejection is just the universe telling you it was never a match to begin with. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 justice… or too far. The episode wraps with rapid-fire red flag or dealbreaker emails—from entitled travel meltdowns to lopsided housework and a boyfriend who treats law school acceptances like a relationship ultimatum. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 tips for building a better dating profile, including first photo rules, prompt mistakes, and how to get better dates, not just more matches. The two then review two dating app makeovers, common profile red flags, and advice for starting the year strong on the apps to find love! Learn more about your ad choices. Visit megaphone.fm/adchoices