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 giv...
Oct 16, 2024•1 hr 17 min•Ep. 597
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. ...
Oct 13, 2024•30 min•Ep. 596
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 tw...
Oct 09, 2024•1 hr 16 min•Ep. 595
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....
Oct 06, 2024•37 min•Ep. 594
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 wit...
Oct 02, 2024•1 hr 25 min•Ep. 593
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...
Sep 29, 2024•44 min•Ep. 592
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...
Sep 25, 2024•1 hr 25 min•Ep. 591
We’re coming full circle as actress and filmmaker, Heather Graham joins J&J for an extra special Sunday episode. 2 years ago in a Benefits episode, Jordana shared the story of how Heather Graham’s list for manifesting the perfect partner led her and several friends to meet their husbands in a matter of months, and Jared made a list of his own too. Fast-forward to present day where a listener wrote in to announce she’s getting married and those episodes helped her find her man too, so it was fina...
Sep 22, 2024•53 min•Ep. 590
J&J are back in the studio and with the way the U Up? world works, it’s still Jordana’s birthday. They get excited about everything fall has to offer, from dating and the NFL to fall fashion. Plus, a subscriber helps Jordana amend a remark from last week’s chat about Chappell Roan, and Jared gets a touching message from a fan. The first email comes from a 31F listener who’s starting to feel like she’s mothering her 26M partner. Is this a slight play at weaponized incompetence, or just a serious ...
Sep 18, 2024•1 hr 25 min•Ep. 589
J&J are reminding us of the “disgustings” they are in today’s Sunday Special, but you’ll forget all about that by the time you hear how unhinged the advice email is. After catching up, they play a round of “Petty or Prudent?” that throws us back to the topic that inspired this segment: sharing streaming services. Is it petty or prudent to kick an ex off of your streaming accounts after a breakup? The episode ends with an advice email from a 40M listener hung up on sex in past relationships despi...
Sep 15, 2024•53 min•Ep. 588
Jordana is back from her trip to "Fra" and we’re getting a full recap, which includes her very own Britney Spears moment. Then, in a strange turn of events, we get a dramatic reading of a Chappell Roan song from Jared. Next, we hear from a listener who has an unwanted third person in her relationship: her boyfriend’s brother. J&J try to read between the lines and figure out what this actually means for her relationship. Then, an Awkward Encounter from a listener whose mom opened a very private p...
Sep 11, 2024•1 hr 25 min•Ep. 587
On this Sunday Special, Jared and Jordana hear from a listener who has been engaged not once, not twice, but three times without ever making it to the altar. Is anyone ever 100% certain before walking down the aisle? First, Jared shares a recent plane mishap that has him thinking that he'll make a good boyfriend one day. Next, they receive a "Couple's Court" from a listener who has beef with her boyfriend's beard, reminding Jordana of a constant grooming conversation she has with her husband. J&...
Sep 08, 2024•52 min•Ep. 586
Long intro lovers, rejoice! Jared and Jordana are kicking off today’s episode with some well-deserved random rants. The first email comes from a listener unsure if she should tell the guy she is currently dating that she hooked up with his friend in the past. Should the new guy even care if she's a "homie hopper"? J&J discuss the double standards when it comes to men and women in this situation. Next, the Awkward Encounter is about a first date that took the phrase “honesty is the best policy” a...
Sep 04, 2024•1 hr 20 min•Ep. 585
It's the first Sunday Special of September meaning cuffing season hasn't arrived yet, so until then, Jared and Jordana are reminding single daters what they should be doing to make the most of dating this fall. Then, the "Icky or Picky?" submission includes one of the most unhinged Hinge voice memos of all time. Next, we hear from a listener who is in a pickle (in more ways than one). While her boyfriend is working overseas, she finds herself falling for her pickleball partner. J&J talk her thro...
Sep 01, 2024•35 min•Ep. 584
Today’s episode is full of realizations. First, Jared and Jordana help a listener who downloaded the apps before moving and unexpectedly fell in love. While helping her through a potential long-distance dilemma, J&J agree on a new dating principle they think all single people on the verge of a move should follow. Next up, an Awkward Encounter where a listener is determined to get her jeans back after hooking up with two roommates on the same night. Then, an upset listener writes in after noticin...
Aug 28, 2024•53 min•Ep. 583
This Sunday Special, Kaitlyn Bristowe (@kaitlynbristowe), host of the "Off The Vine" podcast, reunites with her friend Jared and finally meets Jordana for a U Up? crossover we've all been waiting for. Having been the Bachelorette at a pivotal point in the digital era and a year past a relationship so public it warranted a breakup announcement post, Kaitlyn reveals how boundaries with social media have evolved in her career and personal life as a public figure. Then, J&J grill her with a game abo...
Aug 25, 2024•1 hr 3 min•Ep. 582
J&J are closing out the summer with what's weighing on our minds. They discuss the significance of hometown heroes and ask the important questions like, what’s a bigger deal: getting a street named after you or having your name on your town’s Wikipedia page? Next up, they do a lightning round full of questions submitted by listeners, from how to compromise with your football-obsessed partner this fall to whether you should hook up with your handyman and, on a more serious note, how long can one ...
Aug 21, 2024•1 hr 3 min•Ep. 581
On today’s Sunday Special, we’re revisiting a tried and true segment: the deal reveal. But before diving right in, J&J mourn the end of summer and discuss their remaining plans. Afterwards, the two hold a "Couples Court" to discuss a long debated argument between an engaged couple from early on in their relationship. Next, J&J dissect a “Deal Reveal,” where they decode texts between a confused listener and their date. If their date was so great, why won’t the other person adjust their schedule t...
Aug 18, 2024•36 min•Ep. 580
Jared and Jordana are putting themselves in the shoes of listeners who are facing tough situations today. But before diving right in, they caught up with their producer Belle about her bachelorette party and wedding prep. Then, the first email is about the pros and cons of auditioning for a dating show. Next up, an Awkward Encounter from a listener who searched through her dates wallet and found a lot more than she bargained for. Then, we hear from a listener who needs help deciding if they shou...
Aug 14, 2024•1 hr 16 min•Ep. 579
This Sunday Special is full of disconnects today, but before diving in, J&J take us to Plug City to talk you through where they were right before the recording. They spent the first part of their day at Albert’s Bar after the owner (a subscriber!) reached out claiming his spot was great for a first date. They took in the ambiance during a special project for the pod and ended with lunch to get the full experience so they could assess for themselves. Afterward, they read an “Icky or Picky?” about...
Aug 11, 2024•40 min•Ep. 578
J&J are diving right in because Dr. Naomi Bernstein, Jordana’s sister and co-host of Oversharing, is in the studio to ease us into this episode. Plus, her husband Jeff tagged along, so we got both sides of their story as they take us back to dating in 2006. Afterwards, Jared sneaks in a mini session about his “hoodfishing” issue on the apps. The first email is from a listener struggling with talking to her boyfriend about grief. She recently lost her dad, but her boyfriend’s obvious discomfort h...
Aug 07, 2024•1 hr 17 min•Ep. 577
We’re kicking off the first Sunday Special of August with not-so-unique dating experiences. J&J play a round of “Icky or Picky?” about a seemingly flirty line that rubbed one listener the wrong way. Then, an email comes from a listener who keeps getting what he calls the “hero treatment breakup,” a breakup involving loads of compliments leaving you alone and confused. Jared and Jordana have played both sides of this breakup style and lend perspective over what they think is happening. Learn more...
Aug 04, 2024•38 min•Ep. 576
This episode is full of red flags and awkward moments, starting with a guy in his late 20s unsure of how to give green flag energy. Before diving in, Jordana is celebrating her husband’s birthday soon so they discuss thoughtful gifts and Jared plans a date for them. Then, a listener asks how to show girls he’s interested without being overwhelming or pushy. The Awkward Encounter is a truly wild escape from “the Bear.” Next, a listener is struggling with her partner wanting to abstain after they ...
Jul 31, 2024•1 hr 16 min•Ep. 575
Jared and Jordana are unraveling relationship problems, from an impending fight to a friend wondering whether she should voice how she really feels about her bestie’s latest relationship. Before diving into emails, J&J caught up about Jordana’s double date and Jared’s time spent with older singles in Boca over the last weekend. Next, they weigh in on a “Couple’s Court” about whether it was weird that our listener’s boyfriend revealed he still had access to his Bumble months after they’d been exc...
Jul 28, 2024•34 min•Ep. 574
Before diving into emails, J&J get caught up in the sitcoms of the 90s. Plus, they follow up on a recent "Petty or Prudent?" after a YouTube comment schools them on the difference between kinks and fetishes. Then, the first email comes from a listener concerned her guy friend’s intentions may be more flirty than friendly. The Awkward Encounter will make you think twice about where you hide your sex toys. Next, a listener is her boyfriend’s first girlfriend and that’s been noticeable as their rel...
Jul 24, 2024•1 hr 16 min•Ep. 573
This Sunday Special is a dream brunch group as J&J are joined by Keltie Knight, Becca Tobin and Jac Vanek of The LadyGang podcast. They start with learning the famous toxic ex origin story behind The LadyGang’s formation before J&J get into relationship icebreakers and questions that will tell you exactly how everyone’s relationship style differs. Then, they play a round of Firsts and Worsts, for a lightning round catchup on The LadyGang’s past and present relationships. Plus, Jared is outnumber...
Jul 21, 2024•1 hr 1 min•Ep. 572
Long intro lovers, today is your day! J&J have a lot to unload this week, from the one quality Jordana’s husband isn’t in love with to Jared’s weekend in the Hamptons with Hannah Berner, and a one-and-done take on this season of Love Island USA and that Casa Amor shakeup. Next, J&J get an email from a listener four years into her relationship and itching to know whether I do’s will ever be in their future. The Awkward Encounter is a trip down memory lane. Then, a male listener writes in wonderin...
Jul 17, 2024•1 hr 28 min•Ep. 571
We’re deep into summer and Jared’s in a bit of a rut. He talks Jordana through where his mind’s been while he’s been on the road. Then, they kick off the Sunday Special with a round of “Icky or Picky?” about a secret kink. Our listener stumbled upon her date’s Reddit and saw his activity in fetish communities online and, after witnessing what he was into, she felt turned off. Next, J&J answer an email seeking redemption for revenge. Our listener is happily married, but still pining over the perf...
Jul 14, 2024•49 min•Ep. 570
Double-standard debates in the dating world are weighing on us today, specifically those that are more of an issue for women than men. Before diving into emails, Jared and Jordana discuss the backlash to a Forbes article, “Are We Still Not Ready For A Mixed-Weight Romance On Screen?”, and the topic of mixed-weight relationships in general. Next, the first emailer wants to know how to let a guy know that you aren’t interested in hanging out when you still have to work – or be stuck in some capaci...
Jul 10, 2024•1 hr 25 min•Ep. 569
After Jordana dished on some UK setbacks, it’s Jared’s turn to share what happened after he left Cannes including a scary solo travel experience en route to Ibiza. Plus, Taylor Warning: Swifties may not like what Jared has to say about Travis Kelce's Eras Tour cameo, but if you take Taylor out of it, he’s got a point about the dire state of today’s dating world. Next, J&J receive a Couple’s Court asking them to decide if it’s fair for a listener’s fiancé to hire a stripper for his bachelor party...
Jul 07, 2024•41 min•Ep. 568
