U Up?

It’s the biggest shopping day of the year, but before you get the new iPhone 16, J&J want you to know how a new AI feature on the iOS 18 update could affect your dating life. With breakup texts submitted to our Instagram and a ChatGPT assist from our producer, Shannon, Jared and Jordana break down how the conversations went and generate what an AI version would look like. They also determine when a breakup text is appropriate and play out their own breakup scenarios. The episode ends with a round of “Icky or Picky?” about proposing a shopping spree for a first date. Is this a fun way to get spoiled for a few hours by a dating app rando, or is it just creepy? Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s officially our favorite time of the year and J&J get a little unhinged today as they amp up for what’s to come! They come in hot with a fresh new rant about TikTok’s favorite couple, Pookie and Jett. Plus, because the holidays are a tricky time for love lives regardless of status, J&J are guiding you through Thanksgiving and the start of holiday season with a lightning round of advice. They listen to a slightly shady voicemail from a curious mom and answer a range of Instagram submissions covering various holiday hiccups, from early dating momentum to interfaith relationships and in-law issues. Learn more about your ad choices. Visit megaphone.fm/adchoices

We're at the end of cuffing week to prep you for the cuffing season ahead, and Jared and Jordana are doing temp checks on the unofficial statuses between casual, comfortable and committed. First, Jordana gives us a home renovation update and Jared shares a sad breakup story of his own. They play a round of "Icky or Picky?" about getting too comfortable wearing weird PJs too soon. Plus, a 27F listener needs advice on whether or not to build a roster to kick her dating life into high gear. The episode ends with a new game, "Cuffed or Casual?" as J&J weigh in on Instagram submissions of confusing moves that could be deemed as nothing serious or a sign that the other person wants a real relationship. Learn more about your ad choices. Visit megaphone.fm/adchoices

The holidays are getting closer and the weather is getting colder which can only mean one thing: cuffing season is here. Jared and Jordana delve into the discourse around cuffing season and discuss controlling the narrative around your dating life. Then, a 27F listener writes in to ask whether wanting casual sex is derailing her dating goals. She's never had a real boyfriend; is abstinence the only way she'll ever find one? The Awkward Encounter involves a situationship with a love kink. Next, a listener with a tumor diagnosis asks how to address her medical journey while dating. The episode ends with a round of "Red Flag or Deal Breaker?" about sharing your life with your SO, updating Hinge daily, and owning only one cutlery set.  Learn more about your ad choices. Visit megaphone.fm/adchoices

It's our anniversary! 7 years after the first U Up? episode, Jared and Jordana walk into a decorated studio themed to the traditional 7th-anniversary gifts: copper and wool. First, J&J exchange gifts, then they talk about what the dreaded 7-year itch means in relationships. Next, Jared and Jordana reveal their lists of what they want for the pod's future. The episode ends with a lightning round of U Up? history and reflecting on top pod moments since our last anniversary. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared fills Jordana in on his bizarre and funny late night Halloween experience and they also discuss the new Martha Stewart documentary. They hear from a listener who is struggling with communication from their partner. Next, they hear an Awkward Encounter that ends with them walking in on somebody in bed with another girl. Then, they discuss an email from a listener who isn't sure how to know if a relationship is serious if they both don't want marriage. Finally, they dive into a round of "Red Flag or Deal Breaker?" featuring a fat-phobic date, a boyfriend unwilling to compromise, and Olivia Rodrigo's number one red flag. Learn more about your ad choices. Visit megaphone.fm/adchoices

DISCLAIMER: This episode was recorded prior to the election. Jared and Jordana divulge the complexities of dating during an election year and how to navigate discussing politics on a date. In this week’s "Icky or Picky?" a listener wants to know if their date littering dog poop is something worth overlooking. Next, they tackle a listener’s dilemma concerning her date's disappointing "whiskey dick" and Jared opens up about male performance anxiety. Learn more about your ad choices. Visit megaphone.fm/adchoices

We're officially headed towards the toughest times to date—cuffing season and the holidays—so Jared and Jordana discuss how to navigate this tricky period. They hear from a patient whose attractive doctor makes her temperature rise but she's unsure whether to make a move or not. Next, they hear an Awkward Encounter about life at boarding school. Then, they discuss an email from a listener whose boyfriend is extremely jealous and suspicious of her male friend. Finally, they dive into a round of "Red Flag or Deal Breaker?" about toilet plungers and gift giving etiquette. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana break down artist Spritely’s viral TikTok breakup video, unpacking relationship red flags, communication pitfalls, and the complexities of moving for love. In this week’s "Icky or Picky?" a listener asks if designer labels make or break a date J&J agree, no one should feel judged for their fashion choices, no matter the brand. Next, they tackle a listener’s dilemma about tracking down a Bumble match from nearly a year ago. Is her search romantic or just plain extra? Jared and Jordana empathize but offer a crucial reminder: while bold moves can impress, more than one follow-up message might push things into red flag territory. Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s the spookiest episode of the year, and Jordana and Jared are feeling a little trapped in more ways than one! They rank Halloween couple’s costumes for 2024 and explore what your costume choice reveals about your relationship. Then, they tackle a listener’s costume conundrum, where differing opinions on what’s “too sexy” lead to the conclusion that her date is too controlling. Next, an Awkward Encounter that’s more alarming than amusing. Then, they advise a listener who wonders if she’s being unreasonable for expecting her Halloween one-night stand to leave by morning. J&J completely understand her perspective and hold a masterclass on how to nail the perfect one-night stand. Finally, the episode wraps up with a Halloween-themed lightning round of “Red Flag or Deal Breaker,” tackling controversial costumes, costume refusals, and the right time to suggest a couples costume. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this Friday’s episode, Jordana navigates the chaos of her impending move, sparking a deeper conversation with Jared about how our living spaces impact relationships. Next, they tackle an Icky or Picky from a listener overwhelmed by her boyfriend’s bombardment of romantic texts. Even though this partner checks all the right boxes on paper, J&J explore why it’s okay to walk away when the spark just isn’t there. Finally, they dive into an email from a listener seeking advice about her boyfriend’s hidden vaping habit, which was downplayed early on. J&J encourage an open conversation that leans into support, not shame—proving that honesty is key. Learn more about your ad choices. Visit megaphone.fm/adchoices

Non-subscribers, take note: new episodes will now be dropping every Wednesday and Friday at 6 AM EST. Now that business is taken care of, there's a trending breakup J&J need to discuss: Jason Tartick and Kat Stickler. They analyze their breakup announcements, plus discuss societal pressures and expectations put upon celebrity couples. Next, a 31F is having trouble with same-day date cancellations, leading J&J to explore the nuances around when and how to cancel on a date. Then, brace yourself for an Awkward Encounter about a college kiss gone horribly wrong—it still haunts our listener to this day! The second advice email is seeking a masterclass in becoming a more effective PITA (Pain In The Ass). J&J delve into the importance of negotiation in relationships and wielding strong opinions as an advantage. The episode wraps up with a round of “Red Flag or Deal Breaker,” about a surprising pet, a boyfriend who selectively shares, and a date who insists on getting all the cash back. Learn more about your ad choices. Visit megaphone.fm/adchoices

Welcome to the inaugural Friday episode! Jared and Jordana are still at Spotify HQ, gavels in hand, ready to tackle Couple's Court. This week, they dive into a sh*tty dilemma from a listener who's struggling to get her boyfriend to clean up his bathroom blow-ups. Jordana passionately sides with the listener, while Jared shares how we can do better as a country when it comes to bathroom supplies. Next, a 30F listener without social media feels uneasy that her 32M boyfriend—who posts frequently—has no pictures of her on his feed. Is it weird that he's leaving her out of his posts even if she was there for those moments? J&J give her tips on how to address the issue with a vulnerable approach instead of an accusatory tone. Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, J&J are coming to us from Spotify HQ, and Jordana is realizing she doesn't know NYC as well as she thought. First, they tackle a listener's email about men on dating apps giving her unsolicited advice. J&J discuss how to nail the art of roasting without going off the rails. The Awkward Encounter is a two-parter including a train platform romance gone wrong. Then, another listener needs help validating jealousy after her fiancé shares a compliment he got from a coworker. J&J try to give her perspective and decide if couples should even be sharing the compliments they receive outside their relationship. The episode ends with a round of “Red Flag or Deal Breaker” about a pocketed dirty condom, a mom with a vendetta and a light show at 3 AM. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana kick off this last Sunday Special with a round of “Petty or Prudent?”. They tackle a homemade sign a listener hung in her neighborhood, calling out her ex for his deceitful ways. It’s her bold move to retaliate against a liar and cheater, but J&J have some clever suggestions for delivering her message with a bit more finesse—no neighborhood drama required. Next, J&J give advice to a listener whose boyfriend is still grappling with the emotional fallout from his recent divorce. Despite their amazing adventures and great chemistry this couple might have, J&J focus on the passive aggressive ways he has been downplaying their relationship and wonder if he’s even ready for someone new. Learn more about your ad choices. Visit megaphone.fm/adchoices

We’ve got an update! The Oversharing segment Jared and Jordana disagreed about two weeks ago has extra context, and now Jared feels like apologies are owed (kind of). Then, J&J answer an email from a listener who is considering re-matching with a guy she’s dated before on the apps but she’s worried that he won’t remember her. J&J give her the pep talk she needs to pull the trigger and swipe again. Next, an Awkward Encounter turns a new relationship into a family reunion. The second email is a two-part problem: a listener’s boyfriend is still friends with his exes and she also has a situationship she cannot shake. J&J break down the issues and figure out why we might keep our exes around. The episode ends with a round of “Red Flag or Deal Breaker” about a first date foul, Eras tour tickets lie, and a tacky gift. Learn more about your ad choices. Visit megaphone.fm/adchoices

It's one of our last Sunday Specials before we move to Fridays (read: Thursdays, if you're a subscriber)! J&J kick off with a round of Couple's Court about deleted nudes. Our listener got a weird feeling (iykyk) about her bf, so her gut told her to look through his phone. It looked clean at first until she found deleted nudes of him--and another woman, but here's where it gets strange: he told her that it was just a porn subscription, and the porn star requires him to exchange nudes on Snapchat. When you're done rolling your eyes, listen and get ready to weigh in on whether this is truly an open and shut case. Then, J&J help another listener navigate whether she should consider getting back together with her ex or walk away. He clearly had commitment issues when they were together, but now that they're apart, he took her advice to go to therapy. J&J discuss the boundaries she needs to set moving forward and if his decision to go to therapy is enough to open the door again. Learn more about your ad choices. Visit megaphone.fm/adchoices

Spooky Season has officially started and Jordana kicks us off with an update about the odd happenings in her apartment building. Then, Jared recounts his own bizarre experience that happened the night before. Plus, they weigh in on WalletHub's "Best and Worst Cities To Date In 2024". The Awkward Encounter turns a listener's kink into an ick. Next, a listener who wants to know why men always seem to always settle down after they end a situationship where they couldn’t commit. The episode ends with a round of “Red Flag or Deal Breaker” in partnership with Netflix, including a shared bathroom debate, a long-distance situationship with friends who are possibly too persuasive, and a vegan surprise. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are easing into another Sunday Special with a quick check-in on the current states of their minds. Jared shares how his new hobby, golf, is one way to watch a man’s insecurities unveiled. Plus, Jordana is going stircrazy in her temporary home while she’s waiting for her house to finish major renovations. Next, they play a round of “Icky or Picky?” about a first date to a nude beach. Afterward, a 29M listener writes in concerned about the trajectory of his relationship. He and his fiancée are feeling less compatible as their relationship goes on, but is he stuck because he already proposed to her? Jared and Jordana take issue with the focus of his email and discuss the importance of communication and knowing when to call it quits. Learn more about your ad choices. Visit megaphone.fm/adchoices

We’re navigating second-guessing today! Jared tells Jordana about his latest trip to Boca, when his parents started dissecting why he’s still single, and Jordana pulls him out his own head. Afterward, they get an email from a listener concerned that her boyfriend is too much of a green flag. She spent her 20s dating toxic “boys,” so why isn’t she satisfied in a stable relationship with a mature man? The Awkward Encounter is a funny story that’ll have you clearing your Google search history. Then, a woman writes in after getting disgusted by her aunt’s reaction to meeting her boyfriend. The episode ends with a “Red Flag or Deal Breaker?” in partnership with Angry Orchard, about sharing locations, a killer dating app DM, and TikTok thirst traps. Learn more about your ad choices. Visit megaphone.fm/adchoices