U Up?

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

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 finally time Heather Graham knew her impact on the U Up? World. After J&J bring her up to speed on her unknown history with the pod, she shares her affirmations, how her friend group wills what they want into their lives and the ways she’s learned to make better choices than what may feel familiar to someone with a dysfunctional past. The episode ends with a lightning round of “Firsts & Worsts.” For more from Heather Graham (@heathergraham), see her sophomore directorial project, “Chosen Family” on October 11, 2024. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 lack of awareness? The Awkward Encounter is a building ick as a 35F listener is struggling to deal with her BF’s snoring or morning kisses while he’s wearing a mouthguard. Next, a listener feels like she won’t get out of her own way when it comes to great matches she’s met on dating apps. The episode ends with a round of “Red Flag or Deal Breaker?” about backrubs, a surprise home visit, and unsolicited business advice, in partnership with Angry Orchard. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 despite hearing “wedding bells” for his current partner. Looking beyond the red flags being waved, J&J sense something more problematic going on. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 package. Finally, a love story from a listener who met her dream guy at the Renaissance faire. Is it too far-fetched to travel to another state to pursue her (maybe) knight in shining armor? The episode ends with a round of “Red Flag or Deal Breaker,” in partnership with Angry Orchard, including a partner with a very sexy hobby, a kiss with a childhood crush, and a first date who chose an interesting seat. Learn more about your ad choices. Visit megaphone.fm/adchoices

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&J recreate the conversation they think this listener should have to get exactly what she wants. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 little too far. Then, J&J help a listener whose partner likes to include others in the bedroom, but she’s not sure if that’s for her. The episode ends with a round of "Made You Blush" stories, in partnership with NYX, featuring an epic ghosting story and a woman who needs to improve her kissing strategy. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 through the rom-com storyline her life has become. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 noticing her boyfriend changes into a different person when he’s around his friends, even though he warned her this would happen. Jared puts himself in her boyfriend's shoes to try to understand his reasoning. The episode ends with a round of "Made You Blush" stories, in partnership with NYX, about needing emergency services mid-hookup and getting pranked during an awful date. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 about what she’s looking for in her next partner. The episode ends with an email from a listener wondering how to navigate the mutual friend group after a breakup. Kaitlyn can relate, sharing a time when someone else from Bachelor Nation confronted her about a date, and the three discuss how important it is to have open communication within a close group. For more from Kaitlyn Bristowe, check out the "Off The Vine" podcast (@offthevinepodcast) where Jared and Jordana will join her soon. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 ethically date multiple people before they let their partners know? The episode ends with a round of "Made You Blush" stories, in partnership with NYX, where Jared and Jordana both share a time they found themselves a little flushed. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 to have another? J&J use the texts to figure out if this is a friend-zoning situation or if the other person is really just too busy to compromise Learn more about your ad choices. Visit megaphone.fm/adchoices

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 should break their personal rule they set for themselves and move in with their partner before getting engaged. The episode ends with a “Red Flag or Deal Breaker?” about first date etiquette, avoiding a post-BJ kiss, and a shocking message a listener found on her BF’s phone. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 a trip to Jared’s second home, the Comedy Cellar, but our listener wasn’t laughing. She was out with her boyfriend for a fun date night, and one joke made him laugh so hard, a mix of the ick and embarrassment came over her. Next, an Aussie listener writes in about her relationship going downhill ever since she let her BF know how her parents felt about their relationship, and now distance is getting added to the mix as he moves closer to work. Are the obstacles all in their heads or can nothing be done? J&J give their two cents to help her out of the hole she’s in. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 has her holding back, so J&J get some help from Dr. Naomi on how she should proceed. The Awkward Encounter is one single mom’s “what happened in vegas” story. Then, we hear from a listener needing J&J to help her decide whether to give her BF a heads up that her ex will be at a wedding they’re attending soon. Her BF doesn’t want to know about exes, but they’re both in the wedding party, so should an exception be made to avoid an awkward moment? The episode ends with a “Red Flag or Deal Breaker?” about repeating a couples trip to Italy, getting grossed out by period sex, and bizarre eating habits. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 about your ad choices. Visit megaphone.fm/adchoices

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 already had a child. They’ve successfully parented for a year now, so where is her ring? The episode ends with a “Red Flag or Deal Breaker?” about rating your SO, mixed messages, and a date at a membership lounge. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 exclusive. Jared and Jordana come to differing conclusions from the emailer, plus Candice interjects with a third possibility. The episode ends with an advice email about a listener concerned with her friend’s serial dating pattern. She’s built the case on why she should and should not voice her opinion, but leaves it up to J&J to ultimately decide where she goes from here. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 relationship continues, but how much onus is on her to help him mature? The episode ends with a “Red Flag or Deal Breaker?” about whether kissing gay friends counts as cheating, a traveling quirk, and a lack of boundaries with coworkers. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 outnumbered being the only one both single and male in the chat. Keltie, Becca and Jac each share differing marriage dynamics and perspectives on their past, and Jordana relates to one more than anyone else. The episode ends with a “Petty or Prudent?” about a male listener on the brink, wondering whether he should skip being his girlfriend’s wedding date to avoid being part of her family’s memories if a breakup will happen any day now. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 wondering how his female coworker is getting so much attention on Hinge (no offense). The episode ends with a “Red Flag or Deal Breaker?” about changing dating app photos, misused prompts, and an uncomfortable date. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 perfect way to tell her ex off. Jared and Jordana speak about the attempt at winning in relationships and seeing beyond the traumas of the past. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 capacity – with him. The Awkward Encounter is a dating don’t when you’re feeling anxious. Then, the second emailer needs help navigating her way out of a sticky situationship. The episode ends with a “Red Flag or Deal Breaker?” about prolonging the talking stage, living with an ex, and leaving out an important detail post-sex. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 despite her discomfort. Then, we receive an email about dating non-negotiables. A listener’s booty call keeps mentioning his “list” and, while she’s not interested in seeing him seriously, her curiosity is getting the better of her. Jared and Jordana break down what is wrong with this scenario, and the sign that she needs to walk away. Learn more about your ad choices. Visit megaphone.fm/adchoices

Listeners are in for a double rant to kick off this week, but if you thought it’d be from Jared, guess again. After Jordana gains a new commercial enemy, Jared makes a request to single listeners for this 4th of July: take advantage of the fun holidays. The first email comes from a confused listener after a man drove 3 hours to surprise her and quickly lost interest after. The Awkward Encounter comes from a single mom who met a man in France, but had to work through logistics for a hookup while traveling with her daughter. Then, the next emailer is worried she’s scaring men away by being too upfront about what she wants. The episode ends with a “Red Flag or Deal Breaker?” about men in thongs, annoying sayings, and changing thermostats. Learn more about your ad choices. Visit megaphone.fm/adchoices

We’re balancing out the seriousness with a lot of laughter as comedian Rachel Feinstein (@rachelfeinstein_) joins J&J on the pod for this Sunday Special. She’s married to a firefighter, but didn’t mean to be, so she recounts bad dates, awkward dumpings, and the lessons learned from dating through her 30s that got her to find the right guy. Then, J&J read a “Petty or Prudent?” about wanting custody of a neighborhood after a breakup. The trio discuss post-breakup boundaries, both physical and emotional, as well as whether our listener or her ex were in the wrong.For more from this episode’s guest, visit rachel-feinstein.com or follow @rachelfeinstein_ on Instagram! Learn more about your ad choices. Visit megaphone.fm/adchoices

Let’s get vulnerable! This week’s episode is full of listeners reaching out regarding intimacy, awkward conversations, and heavier topics. Before they get into it, J&J delve into differing life stages after Jared hears from a friend in full dad mode. Then, the first email comes from a male listener whose relationship seems to be teetering into the friend zone after 2 years with his girlfriend. The Awkward Encounter includes a throwback to a memorable Awkward Sex Encounter from July 2019. If you ever wondered what happened with Tampon Guy and the mortified woman who wrote in, she’s back with an endearing update! The next emailer asks how to disclose diagnoses affecting your life when you’re dating. She’s dealt with anorexia for a decade, but when does that get brought up if she wants to get serious with someone? The episode ends with a “Red Flag or Deal Breaker?” about coupled U Up? listeners, pet parents, and a common Hinge question. Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s an extra special Sunday because we’re letting you in on some office goss. Divya, a Betches staff member, joins J&J for a debrief about her neighbor. She met a cute guy in her building during cuffing season and, at the time, Jordana warned her that dating a neighbor is a risky move, but also gave some helpful advice on how to proceed. Now that summer is in full swing, J&J are dying to know if the risk was worth the reward. She retells how the situation came to be, the dates they shared along with in-the-moment advice Jared and Jordana gave, and how it all ended. With that situation in hindsight, Divya, Jared and Jordana reflect on the red flags, and J&J share what would’ve worked to spare the issues. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are questioning narratives today, starting with what happened to romcoms. After seeing Jared’s criticism of “Anyone But You,” Jordana wants to discuss thoughts on Sydney Sweeney, Glen Powell, and the state of romcoms in 2024. Then, we hear from a listener who can’t figure out how to get a guy out of Instagram DMs and into exchanging numbers. Their mutual friends advised her that he’s just “playing it cool,” but it’s starting to feel intentionally avoidant. Next, J&J receive a long email that’s both Awkward Encounter and an ask for advice after a guy friend professed his love at the airport. Our listener is pansexual and feels a tinge of betrayal with her confusion, but J&J don’t think she’s seeing enough of the other side. The episode ends with a “Red Flag or Deal Breaker?” about texting habits, hating travel, and wearing the same shirts. Learn more about your ad choices. Visit megaphone.fm/adchoices

The perfect episode to tune in ahead of a Father’s Day brunch, J&J are back with another bite-size Sunday Special. They start with a “Petty or Prudent?” about sending an obituary after someone ghosts you, but they also saw a red flag before our listener got to the point of being ghosted. The episode ends with an email about another TikTok dating trend. Several fun #DatingTok videos are telling single people to try dating with an expiration date, but our listener didn’t have fun with the concept at all. Is it just not for her, or did she do it wrong? The hosts weigh in and advise the workaround for her and anyone else wanting to give this a try. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are tackling nuance in the modern dating world. Before jumping in, Jordana recounts her Sonoma vacation and her driverless ride reminds Jared of dating apps’ impact on society. Plus Jared has feedback for a fan that shot her shot for an upcoming tour date, and his reasons for what was wrong with her approach tie into the first email. A listener has a crush on her fitness instructor, but is there a way to shoot her shot without making it awkward if he wants to pass? In true U Up? fashion, John Mayer enters the tangent fray, but first, J&J have an introduction to make. Then, the Awkward Encounter involves a situation going from flirty online to uncomfortable irl when a listener finally meets her colleague at graduation. Next, J&J answer an “Are We Dating?” about a long-distance connection growing between traveling work trips. The episode ends with a “Red Flag or Deal Breaker?” about seatbelts, professional Tinder pics, and IG explore pages. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana are getting pumped for their trip to Cannes, but they have to get a few things crossed on their list before they go. First up, Jordana needs answers on what the f*ck is up with Jared’s beard? Next, they read a wedding note from a subscriber before delving into a “Petty or Prudent?” about a SIL asking to share a wedding anniversary date. The episode ends with an advice email for a listener’s mom. He’s tried helping her navigate dating after her divorce, but she has excuse after excuse on why no one is right, so he needs help from J&J on how to get through to her. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are taking on complicated relationships and realizations in this week’s episode, but first, they catch up on Jordana’s latest trip, get excited for their voyage en France, and Jared vents about the unknown era he’s navigating. The first email comes from a listener looking to collect $1,000 her ex owes her. He’s gone radio silent and it’s been a year, but J&J think she’s making a mistake with her ask. Then, our final “Friends to Lovers” submission takes a turn when a listener found her lover’s Grindr messages. TRIGGER WARNING for our next email, we talk about animal abuse. J&J receive an email about an impending breakup, a heartbroken woman, and her dog at the center. She thought he was “the one,” but her dog’s reactions as their relationship progressed caused major issues, and Jared thinks her concern and focus are in the wrong place. The episode ends with a “Red Flag or Deal Breaker?” about dating your ex’s twin, tattoos of faces, and a questionable bachelor party game. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are joined by Olivia O’Brien ahead of the release for her upcoming EP, “Love and Limerence,” but before they get started, Jordana and Olivia fill Jared in on what limerence means. Then, Olivia shares the struggles with being vulnerable in her songwriting and dating other public figures, and Jared can relate for why he’s cautious with the real experiences he puts into his work. Plus Olivia shocks J&J with the aftermath of her song with gnash, “i hate u, i love u,” blowing up on the charts in 2016, they talk double standards of women being vulnerable, the difference in LA and NYC social scenes, and why Gen Z might be more open to casual relationships. The episode ends with answering a listener’s email about being on the hook and not knowing whether she should just walk away before she gets hurt. She’s been happily seeing someone for two months, but he’s now up for a job that would take him overseas indefinitely. They have yet to DTR, but she’s certain she doesn’t want to juggle a long-distance situation. Jared, Jordana and Olivia weigh in. For more from our guest, listen to “Love and Limerence” by Olivia O’Brien (@oliviaobrien) on June 21. Learn more about your ad choices. Visit megaphone.fm/adchoices

The pod is buzzing this week, and we’re starting with Jordana’s NBA experience seeing the Knicks play (and lose) Game 7 against the Pacers reminding her of a relationship falling apart and Jared’s fired-up morning after a workout. After catching up, they jump into an email from a listener reeling over getting stood up. She had an online relationship with a man in another state for 8 years, but when the stars aligned and she found herself in his area, he blocked her. Is she wrong for wishing he would’ve communicated he didn’t want to meet anymore, or does he not owe her anything because they’d never physically met? Next, we get another “Friends To Lovers” submission from a Canadian man about a woman he met in a workout class. Afterward, a military man asks how to navigate dating when his career’s constant moves have been the subject of several breakups. The episode ends with a “Red Flag or Deal Breaker” about white lies, jorts on a plane, and a special update from a fan-favorite milk debate from our 2020 episodes. Learn more about your ad choices. Visit megaphone.fm/adchoices

This week’s Sunday Special delves into boundaries, appropriateness, and perception, but first, J&J are catching up with Emma Willmann (@emmawillmann). The conversation from Emma’s last time on the pod gets a quick update with where it continued with a sex therapist on Emma’s podcast, Ask Men Anything. Then, Jared needs the insight of women he knows for his latest TikTok finds. Next, a male listener thinks his personality is to blame for his lack of dating life. He’s friendly and chatty, but the consensus of his friend group is that these characteristics could be “gay-coded,” so is the solution to become closed off? The episode ends with a “Petty or Prudent?” about a breakup reaction after our listener comes out to her boyfriend as queer, but it’s not the reaction to her sexuality that she’s concerned about. Jared, Jordana and Emma add some extra layers of perspective she may be looking past. Listen to our last episode with Emma, "Was This A Red Flag Or Is My Internalized Homophobia Showing?" from February 21. Listen to Emma's follow-up conversation on Ask Men Anything, "Asking Dr. Justin Lehmiller Anything" from February 27. https://youtu.be/AMPqjOcuAg8 Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, J&J are finding the balance in a few debates, from ideal thermostat temps to awkward callouts. The first email asks if there’s a limit to how much an ex is brought up during a date. Jared and Jordana don’t initially agree and weigh both sides of the conversation. Next, in a segment sponsored by Netflix, they get a “Friends-To-Lovers” story submission that's out to motivate other listeners to make a move. The second advice email is looking for the line between going for what you want and seeing what the person you’re dating is willing to do. There could be truth to “If he wanted to, he would,” but doesn’t that go both ways? The episode ends with a “Red Flag or Deal Breaker” about being overly communicative, being put in an awkward situation pre-date, and disagreeing about the best sex you’ve ever had. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are jumping right into this week’s Sunday Special, kicking off with an “Icky or Picky?” about a delayed Hinge response. Our listener’s match explained that he took so long to get back to her because he only likes to focus on one match at a time, but she can’t decide if it’s unfair of her to be put off or if that was indeed too much too soon. Then, they get an email from a listener struggling to forgive herself for giving her ex a second chance despite problematic circumstances. J&J discuss who she's really mad at and what needs to change so she can move on in peace. Learn more about your ad choices. Visit megaphone.fm/adchoices

We’re talking guilty pleasure shows, that time Jared almost experienced death by pizza bite, and wedding planning ahead of jumping into the episode. Our first email comes from a listener dreading an upcoming wedding knowing they’ll be single, without a plus one, and only know two other guests on an acquaintance level. Then, we receive a “Friends-To-Lovers” story submission in a segment sponsored by Netflix, and this one takes a turn. The second advice email comes from a gay listener in his late 30s looking for long-term love and frequently finding short-term romance. He’s been quick to cut things off once he realized he and his dates weren’t looking for the same thing, but is he missing out on great experiences by doing so? The episode ends with a “Red Flag or Deal Breaker” about sleep farts, childhood homes, and splitting the check. Learn more about your ad choices. Visit megaphone.fm/adchoices

This episode is all about communication and honesty, but it’s not addressed in the usual way. First, Jordana fondly remembers her go-to first date question that she’s no longer allowed to ask. It may have ruffled feathers and ruined a friend’s date, but it gave her all she needed to know to engage with someone early on. Then, J&J play a round of “Petty or Prudent?” about a listener’s reaction to her husband’s ex. Our listener was fine with a filmmaker ex keeping in touch with her husband until his ex made a film about “the ups and downs of ‘young love’” based on their former relationship. She confronted her about the film and, when the ex claimed it was more about love in general, she asked for tickets. Her friends are egging her on to attend, but would that be petty? Next, we hear from a 35-year-old woman struggling with the men she’s meeting on the apps. She finds them all so…boring. She asks J&J a series of questions to adjust her approach (i.e. Should she lessen her expectations? Are these incompatibilities a deal breaker?), but they feel like she’s sidestepping an obvious factor in her problem. Learn more about your ad choices. Visit megaphone.fm/adchoices

Something’s comiiinnnnggggg – before we dive into the first email, Jared and Jordana have an announcement (spoiler: it has to do with Fra)! Then, the first email comes from a 32-year-old listener in LA with a common issue. She’s going on dates and they’re fine, but she doesn’t really care to push further. Where’s the lapse in connection, and is it safe to assume it must be coming from her end? J&J start at the crux of her dating issues and, like many of us, it has to do with an old situationship. The Awkward Encounter drove one listener to commit to cutting off her ex for good. Next, we get into our first “Friends to Lovers” submission in a new segment sponsored by Netflix. In anticipation of Bridgerton season 3, listeners are filling us in on how their own “friends to lovers” scenarios played out. The episode ends with a “Red Flag or Deal Breaker?” about voice messages, forgetting a first date, and date-crashing friends. Learn more about your ad choices. Visit megaphone.fm/adchoices

This Sunday Special, we’re taking notes from a professional! J&J are joined by Matthew Hussey (@thematthewhussey), a life coach and best-selling author with nearly 20 years of work elevating lives and relationships. We start with what Matthew came to terms with in the modern dating climate as his career evolved, then J&J get him to delve into how his own love life developed over time and the long-distance relationship that led him to say "I do" last year. His wife Audrey enters the chat to give her POV about their early stages and the surprising text she sent that drove him to make a decision. Plus, he answers listener questions sent in from Instagram, talks about raising your standards, and the importance of communication. Learn more about your ad choices. Visit megaphone.fm/adchoices

Is it petty or prudent to use your life experiences with others in your life’s work? What if you’re one of the biggest pop stars in the world? Before dissecting listener emails, J&J dish first thoughts on Taylor Swift’s new album, “The Tortured Poets Department.” The first email comes from a listener disputing her latest breakup after her ex questioned whether they truly had long-term compatibility. To her, you have to invest in a relationship first in order to build compatibility, so she leaves it up to J&J to chime in and decide. The Awkward Encounter gave us all the ick. Then, the next email is from a listener who can’t decide if she should follow her heart or the advice of her loved ones. She’s seeing a friend of a famous rapper who flies her out and makes her feel special, but her family disapproves and wants her to come down from cloud nine. Is there a chance for something real to blossom with a lifestyle like his? The episode ends with a “Red Flag or Deal Breaker?” about picky eaters, invasive date questions, and threatening to break up after an argument. Learn more about your ad choices. Visit megaphone.fm/adchoices

This Sunday Special is a full debrief as Dulcé Sloan (@dulcesloan) joins J&J in the studio, catching them up on the dating stories she’s telling publicly for the first time, why she doesn’t call romantic interests by their names, and what she’s learned looking back. She takes us back to the time she was seeing “The Mechanic,” breaks down what they had and why it went on for so long, and confronts Jared about what he's looking for. You may know her as a comedian and host of The Daily Show, but Dulcé is also Jared’s friend and ready to be yours too with her new book, “Hello, Friends! – Stories of Dating, Destiny, and Day Jobs”. For more of her dating stories and lessons learned in life, get your copy of Dulcé’s book here: https://amzn.to/44gUGxW Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J are back in the studio so nature is healing. Jared talks “peacocking” and shares deets on the commitment he dove into after a weekend in Aspen. Then, Jordana dishes on decision-making with her husband and the tactics that they’re using to get through their home renovations. Next, we receive an email from a male listener who isn’t having much luck making it to date #2. Is there a right way to ask what went wrong? The next email is a listener mid-spiral after her fiancé confessed to a digital affair. Then, the episode ends with a “Red Flag or Deal Breaker?” about a weird house quality, downgraded dinner plans, and lying about age on the apps. Learn more about your ad choices. Visit megaphone.fm/adchoices

Mercury is in retrograde, J&J are out of studio, and existential thoughts are filling the distance between them today. Still reeling from the earthquake and solar eclipse, Jared and Jordana are getting deep into fears, oblivion, and mental health. Then, they dive into an email that doubles as a "Petty or Prudent?" submission. Our listener was dumped by her fiancé after footing most of the bills in preparation of their wedding, but she still has his grandmother's engagement ring. Should she give it back, or is it only fair that she sells it to pay off the debt incurred? She gets into the details of what's transpired since he called the wedding off to let J&J decide where to go from here. Learn more about your ad choices. Visit megaphone.fm/adchoices

Lovers of long intros, buckle up! J&J are jumping in virtually today, so they do a little catch-up from Aspen and Long Island before diving into the episode. Then, our first email is questioning a man's alleged heartbreak. Our listener's friend broke up with a guy, but she's not sure how to take his reaction. Was he really just romantic, or was his reaction the subtle sign of a player? The Awkward Encounter is the accidental sext situation without the ick. The next email comes from a confused listener after her ex reached out wanting to be "all in" only to change his mind 3 days later. J&J discuss WTF happened and how you can avoid situations like this, then they end the episode with a round of "Red Flag or Deal Breaker?" about an odd joke, a last-minute change of plans, and privacy screens. Learn more about your ad choices. Visit megaphone.fm/adchoices

Weddings are on our minds today! After a few listeners sent invitations to their upcoming “I do’s,” J&J thought about the ideal wedding experience if they could attend one. Then, Jordana needs context on “the chair” text exchange from Jared’s Instagram Story coverage of his brother’s wedding. The “Icky or Picky?” is about having sex with someone who shares the same name as a family member. Then, we hear from a listener whose boyfriend’s mom disapproves so much that she emailed a list of her deal breakers. Should his mom’s behavior be a reason to see herself out of this relationship, or can they work through it? J&J discuss the balancing act between a parent and a partner when everyone isn’t aligned. Learn more about your ad choices. Visit megaphone.fm/adchoices

Before we dive into another peak dating season, it’s time to ask yourself what you want and why you need it. In today’s episode, we hear from a few listeners going through frustration and anxiety, but first, you’ll never guess what Jordana has to do. Then, J&J hear from a 32-year-old listener who is convinced that at this point, she and other women are doomed in today’s dating society. Jared levels with her, but before we let her take everyone down too, our hosts discuss the importance of what you want your story to be. The Awkward Encounter is a confusing situation phoned into our hotline. Aligned with second-guessing from the previous two, our next emailer is dating someone, but she’s not sure she made the right call backing out of a date if it would mean meeting some of his family members. Does that mean they were taking the next step, or is she making a movie night more than he meant it to be? The episode ends with a “Red Flag or Deal Breaker?” about a third-wheeling puppy, revealing a potential deal breaker before the date, and lifestyle changes. Learn more about your ad choices. Visit megaphone.fm/adchoices

Can a couple be successful in a professional and personal relationship? We’re finding out with this Sunday Special’s guests Nick and Elyse Oleksak, known for bringing their business Bantam Bagels to Shark Tank and selling for millions. The episode starts with learning how our guests came to know Jared, then J&J delve into their success and how the inner workings of their business played a role in their relationship. How do they turn off work mode and incorporate date nights? Has business been beneficial to their marriage dynamics? And what the f*ck happens if they were to split? Nick and Elyse open up about the personal elements behind the personas that made a life-changing deal. For more about our guests, read “A Shark Ate My Bagel,” by Elyse Oleksak (@elyseoleksakofficial), available here: https://amzn.to/3QaN6PR Learn more about your ad choices. Visit megaphone.fm/adchoices