I’m Single And Happy, But Should I Try Dating Anyway?

J&J discuss scheduling conflicts and vet visit blunder to confessions of infidelity and the emotional fallout that follows! They read listener emails that unpack cheating dilemmas, post-divorce pettiness, and the struggles of physical incompatibility in otherwise perfect relationships. With signature humor and honesty, the hosts explore red flags, dealbreakers, and the importance of communication in both romantic and platonic relationships. From the aftermath of a wine spill to the complexities of being the only woman at a bachelor party, no dating dilemma is off-limits.  Tune in for relationship advice that’s equal parts therapy session and group chat energy, always with a comedic twist! Learn more about your ad choices. Visit megaphone.fm/adchoices

28 Mai 1h 16min

In this Friday Feels, we're joined by Matchmaker Maria, author of ⁠Ask a Matchmaker: A No-Nonsense Guide to Finding Love⁠. Maria returns to the show to dive into her viral “12-Date Rule,” a dating method that promotes emotional connection before physical intimacy. The results? Over 500+ engagements from a single U Up? episode alone! Who knows how many more overall! She even dishes on how she once tried to set Jared up on a date. For those skeptical about matchmaking, Maria shares insider tips on spotting industry red flags, recognizing legit certifications, and avoiding the fakes. They also explore Chapter 11 of her book, the “Relationship Roadmap,” a practical guide to getting from date one to planning your wedding. Whether you're single, dating, or knee-deep in the apps, this episode is full of no-nonsense advice that could seriously transform your love life! Learn more about your ad choices. Visit megaphone.fm/adchoices

23 Mai 1h 10min

In this episode, J&J tackle a juicy batch of listener emails from kissing on first dates to baby pic icks and leftover disasters. We start off the ep with Jared finding himself stuck in planning hell, trying to lock down a date with one girl over 10 times! Should he keep trying or just wish her the best? One listener asks whether making out too early sends the wrong signal, sparking a deep dive into intentional dating and the 12-date rule. Then, it’s an “Icky or Picky” scenario straight from Snapchat hell: a guy reconnects after years apart only to flood her phone with baby selfies and MILF jokes. Ick or endearing? Plus, a date goes sideways when a woman drops her date’s bolognese, and he reacts like it’s a crime scene. Another listener wonders if being asked to pay for a date’s oil change is a red flag. Tune in for laughs, cringe, and straight-up truth bombs about love, attraction, and first date expectations! Watch full ep here 👉 https://youtu.be/_RlsJyWsWRY Learn more about your ad choices. Visit megaphone.fm/adchoices

21 Mai 59min

In this week’s Friday Feels episode of the U Up? Podcast, Jared and Jordana take on the viral article that has everyone side-eyeing the West Village. From party buses to the “clean girl” aesthetic, they hilariously dissect the Gen Z lifestyle dominating Manhattan, complete with identical Adidas Sambas and curated matcha runs. The conversation sparks a nostalgic look at their own NYC moves and how zip codes became status symbols. Then, it’s time for two jaw-dropping listener emails: one from a woman who accidentally told her ex’s mom about his drug use, and another from a newly engaged listener questioning a shady congratulatory message from her fiancé’s ex. Tune in for real talk and funny, sharp takes! Watch full ep here 👉 https://youtu.be/CgFHn3alGbk Learn more about your ad choices. Visit megaphone.fm/adchoices

16 Mai 29min

Is it weird to like your ex’s engagement photo on Instagram? Jared poses the question to Jordana, kicking off an episode full of honest, hilarious, and sometimes cringey dating moments. The hosts dive into a listener’s story about being judged for her body count, exploring how sexual history conversations can shift a relationship’s tone. They break down a musty dating dilemma what to do when your date smells off despite checking every other box. Another listener struggles with her boyfriend keeping sentimental letters from exes, raising questions about emotional baggage and boundaries. Red Flag or Dealbreaker brings even more dating chaos, from chronic lateness to the sting of not having your number saved. Whether it’s intimacy, hygiene, or digital etiquette with your ex, J&J offer sharp insights and plenty of laughs. Watch full ep here! 👉 https://youtu.be/jh5FQLrx1sk Learn more about your ad choices. Visit megaphone.fm/adchoices

14 Mai 1h 11min

On this Friday Feels ep of U Up?, Jared and Jordana are joined by Grammy-winning artist Maren Morris for a candid, heartfelt, and hilarious conversation you don’t want to miss! With her new album Dreamsicle dropping today, May 9, Maren opens up about the emotional rollercoaster of writing music, including the tear-jerking song “Kiss the Sky” that had both her and Jared crying on a plane. She also shares the ups and downs of her recent divorce and the journey of dating women for the first time. Maren explores the complexities of connection, chemistry, and the blurry line between friendship and romance when dating women. Plus, they dive into a juicy listener email about a boyfriend still following his ex on social media is it icky, or are we just being picky? Tune in for honest takes, big laughs, and the kind of emotional depth that only U Up? delivers! Watch full episode here 👉 https://youtu.be/4sQV7QQr5rQ Learn more about your ad choices. Visit megaphone.fm/adchoices

9 Mai 35min

In this episode of U Up?, J&J dive into a tricky dilemma: can a promising romance survive the jobless stage? Then, they react to a guy who sent an AI-generated glam shot of his date before they even met—icky or picky? It gets weirder when a listener gets a Google Form survey after a first date. Is “red flag” even a strong enough term? 🚩 They also unpack a marital money mystery: what happens when your husband suddenly won’t split the tax return? Plus, hot takes on sober dating, parental meddling, and the weird stuff people do before a date. Listen, share, and catch the full episode on YouTube! https://youtu.be/bapaA54Mb_M Learn more about your ad choices. Visit megaphone.fm/adchoices

7 Mai 1h 16min

On this Friday Feels episode of U Up?, a listener shares a dating dilemma after learning her Hinge match has a blind, crossed eye only revealed after she asked him out. Was it honest transparency or low-key eye-fishing? Then, a Cute or Creepy case: a woman reads Harry Potter aloud to her boyfriend every night, sometimes in bed, sometimes with head scratches. Jordana loves the intimacy of the ritual, but Jared thinks is borderline weird and childlike. Jordana questions if it was a different book. Say 50 Shades of Grey instead? They debate where comfort ends and cringe begins in modern relationships. Tune in for honest takes, dating nuance, and the kind of judgment you want! Watch full ep here 👉 https://youtu.be/Fo8Jscu4XLs Learn more about your ad choices. Visit megaphone.fm/adchoices

2 Mai 33min