U Up?

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

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

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

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!

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

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?

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

This week on U Up?, a listener asks whether a relationship can survive without sexual chemistry when her otherwise perfect boyfriend just isn’t into sex. Jared and Jordana also debate a Red Flag or Deal Breaker: is it a turnoff if your boyfriend uses prepaid Visa gift cards to buy an engagement ring? Plus, a cringeworthy dating moment when a Bumble match splits the bill, then retracts an extra tip to save $12. From low sex drive to money-related red flags, J&J break it all down with humor and real talk! Watch here on YouTube! Tune in for relatable dating advice and if in NYC, come to the live show!

On this Friday’s episode of U Up?, Jared and Jordana dive into the drama surrounding Kaitlyn Bristowe and her ex-fiancé Jason Tartick! Specifically, the internet debate over Jason naming his new dog “Teddy,” the baby name Kaitlyn had saved for years. Was it shady, intentional, or just a dog name? Then, they read a listener email from a woman who feels like she's always "hosting" her dates. Trying so hard to be fun and charming that she forgets to figure out if she actually likes the person. Jared relates hard, and they both reflect on how to stop performing and start showing up authentically in dating. Whether you’re triggered by a dog name or just trying to enjoy your date, this ep’s got you! Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of U Up?, Jared and Jordana dive into the emotional complexities of how often we say “I love you” in relationships and how to handle jealousy when a friend’s situationship turns into a full-blown romance. They respond to a listener who feels insecure about not hearing "I love you" enough from her boyfriend, despite a strong connection. Later, they unpack a listener’s jealousy over a friend’s relationship glow-up, likening the shift to going from doubles to singles tennis. Can being honest about jealousy actually deepen your connections? Tune in to find out! Learn more about your ad choices. Visit megaphone.fm/adchoices

Jay Shetty is back in the U Up? studio to catch up on his world tour and his new and unexpected love of pickleball. Jared and Jordana ask him some of your most burning listener questions, from navigating dating and emotional maturity to understanding what it truly means to “choose yourself.” Jay opens up about how people tend to respond to breakups and shares why trying to fix someone might actually be a red flag we often ignore. Jared also presents a few real-life dating scenarios, giving Jay the perfect setup for his signature pep talks filled with both insight and warmth! From decoding your own relationship patterns to supporting a partner without turning into a nag, Jay offers advice that feels both practical and deeply thoughtful. Watch U Up? on YouTube: http://youtube.com/betches Learn more about your ad choices. Visit megaphone.fm/adchoices

This week on U Up?, Jared and Jordana tackle listener emails covering everything from dog discipline to dating app strategy and even bad breath. A Confused Dog Mom asks if hitting a misbehaving pit bull is a red flag or deal breaker, while a self-described “catch” wonders if downplaying his profile might actually attract real love. Another listener faces a hygiene dilemma with an otherwise perfect partner. Plus, they dissect Justin Bieber’s cryptic post of Hailey set to Beyoncé’s Irreplaceable, shady or just chaos? Lastly, Jared’s doing a Dry April… but will he break the streak on the eve of the U Up? Live Show on April 30? (Spoiler: you’ll want to be there to find out!)

On today’s Friday Feels episode of U Up?, Jared and Jordana are joined by special guest Dr. Jaimie Glick, who shares the jaw-dropping story of her recent relationship that unraveled in the most modern, maddening way. Not because of lack of chemistry, but because she was too successful! Dr. Jaimie takes us from the spark of a rom-com-worthy meet-cute to a slow-burn realization that her partner might be dodging dinner dates and subtly relying on her to foot the bill. From intermittent fasting excuses to rent-controlled revelations and the infamous "solace in the philosophy" text, this is a story about money, pride, vulnerability, and the weird ways ambition can complicate connection. Jared and Jordana unpack the red flags and ask the big question: when is it okay to support your partner financially? Can transparency about money actually build intimacy? Or does success just intimidate the wrong people? Tune in for a hilarious, emotional, and thought-provoking look at modern dating, self-worth, and how sometimes

J&J are back with a fresh batch of dating dilemmas! First, Jordana’s journey into puppy parenthood has her seeing dog owners in a whole new light! But when a listener’s date casually mentions feeding their dog human food and giving it steroids, is that just a quirky habit or a major red flag? Jared and Jordana break down what pet parenting says about a person (and their dating potential). Then, they tackle a frustrating situation: What do you do when your friend hypes up a great guy but refuses to make the intro? They unpack the psychology behind "gatekeeping" in dating, why some people hesitate to set up their friends, and whether this guy is even interested or just a fantasy. Jared tells us how to ask your friends to set you up!! Plus, a wild dating scenario involving a guy who refuses to give oral (and thinks that’s normal?!) and another where a date finds their own dad’s headshot saved in someone’s phone. Tune in for laughs, hot takes, and some very strong opinions. Learn more about your ad choices. Visit

On this special Friday Feels episode, Jared and Jordana welcome two incredibly hilarious guests, Andrew Chappelle and Cody Rigsby of the Tactful Pettiness podcast. These longtime friends take us on a journey through their rise in two powerhouse brands, Hamilton and Peloton, sharing hilarious and heartfelt stories of ambition, friendship, and love! Plus, they spill the tea on how they went from frenemies to business partners, their wildest breakup stories, and the struggles of dating while in the public eye. From the importance of punctuality in Broadway and fitness to navigating friendships and dating in the digital age, Andrew and Cody bring their signature wit and wisdom. They break down a listener’s dating dilemma, is he being strung along, or is his date just taking things slow? And of course, no episode would be complete without a little tactful pettiness. The crew debates the ultimate post-breakup move: stealing condoms on the way out. Petty or practical? Tune in for hilarious hot takes, savage dating

Chelsea Handler joins U Up? for a hilarious deep dive into her dating history—celebrities, non-celebrities, and even a near-miss with Andrew Cuomo. She spills the tea on how the former governor slid into her DMs (but didn’t seal the deal), the power players she’s dated, and why she’s got a thing for skiers. Chelsea also shares her “soar like an eagle” dating philosophy, admitting she’s not looking for "the one" but enjoys having fun on her own terms. Maybe Chelsea is Jared’s ideal woman?! The conversation also touches on the psychology of dating high-profile men, relationships with no money, and how her no-kids lifestyle has shaped her relationships. Plus, Chelsea opens up about her recent relationship with Mountain Man and reveals why chardonnay is an ick! It’s everything you love about U Up? with an extra shot of unfiltered Chelsea. And be sure to check out her new Netflix special, The Feeling, streaming now! Friday, March 28th Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s a Friday Feels episode, and we’ve got the hilarious Nimesh Patel joining Jordana and Jared! He’s here to talk about rebelling against his traditional parents and how life has changed since becoming a dad. Jared shares with Jordana and listeners that Nimesh has been crushing it on TikTok…without ever monetizing it (yep, that’s money gone)! Nimesh shares the peaks and pits of being a first-time parent and how his marriage has changed since having a baby. Then, they dive into a listener’s dilemma: her boyfriend promised to archive a photo of his ex from Instagram, but months later, it’s still there! Is this a red flag or just classic guy behavior? Nimesh gets put in the hot seat when Jared challenges him to answer as if he were giving his own daughter advice! Tune in now! Watch the full episode on YouTube! Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of U Up?, Jordana and Jared dive into the art of meeting people IRL. A listener asks about making real-life connections outside of dating apps and wonders how to approach people in person. Bar Comment Baits are Jared’s go-to method for starting conversations. Simple questions like “Did they have food at this bar?” or “Which team are you rooting for?” These small, natural ways to start a conversation can lead to meaningful interactions. Then, an awkward encounter leaves a listener confused after her date bailed at a salsa social and canceled their brunch plans the next day. What happened? Jordana and Jared weigh in on why men sometimes act mysteriously in these situations. Tune in for all the advice and laughs! Learn more about your ad choices. Visit megaphone.fm/adchoices

J and J are talking to professional organizer Summer Rose to discuss the surprising connections between organization and dating. They explore how decluttering can transform not only physical spaces but also emotional well-being, making individuals feel more confident and ready for relationships. Summer shares insights on the emotional ties people have to their belongings, the benefits of hiring a professional organizer, and how organization can serve as a form of couples therapy. She shares insights on how clutter can impact one's ability to invite partners into their lives, the emotional attachments we have to our belongings, and practical strategies for decluttering both physical and digital spaces. Find Summer at: IG: @starorganizers & @sumsumsummytime www.starorganizers.com Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Jordana's feeling a little bruised and Jared is unpacking the paradox of love’s give-and-take. First, J and J dive in, tackling a tried and true listener dilemma—should you be dating when your life feels like a total layover? Then, they break down the all-too-relatable struggle of texting purgatory on dating apps—are NYC men just looking for pen pals? Next up, Petty or Prudent features a long-lost (and very aggressively reclaimed) pair of grandma’s sneakers. And today's Red Flag or Deal Breaker debates some truly wild dating scenarios: a guy posting a second-date photo as his Facebook cover, a woman totally unphased by playing her dad’s love interest in a musical, and the ultimate modern communication nightmare—someone who only sends voice memos. Learn more about your ad choices. Visit megaphone.fm/adchoices