U Up?

Jared and Jordana unpack the emotional rollercoaster of casual dating with a 30-year-old man who swears he's not looking for anything serious, but still plans elaborate dates that scream boyfriend energy. They ask: is it really casual if it feels that intentional? Then things get hilariously weird with a naked farmer, some questionable yoga rules, and a date who's just trying to process it all. Plus, the hosts share the texting abbreviations that give them the instant ick—WYA, prolly, and NMU—and debate what your texts reveal about your dating potential. In Red Flag or Dealbreaker, they dissect a mistaken identity double date, a pasta-at-brunch breakup, and a guy using AI to scale his love life like a startup. With summer vibes, emotional honesty, and plenty of laughs, this episode is a must-listen for anyone navigating modern dating chaos! Learn more about your ad choices. Visit megaphone.fm/adchoices

From the scarcity of eligible men to the rise of sober dating, J&J explore in this Friday Feels ep how gender dynamics and societal shifts are reshaping the current dating landscape! The hosts unpack why ambitious women feel like they're settling and why men seem overwhelmed by options. Listener emails spark juicy debates, like whether it's a red flag to bring your own Crystal Light to a date, and if saying “I love you” for the first time during sex means anything. With honest insights and hilarious moments J&J give their unfiltered takes!

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

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 the person who says they're proud of you just can't keep up. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 megaphone.fm/adchoices

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 truths, and plenty of laughs. Don't miss it! Learn more about your ad choices. Visit megaphone.fm/adchoices

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. 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

Signs of spring are popping up everywhere, and we're embracing this spirit of renewal. Jordana shares some of her favorite lottery slogans and how they can be applied directly to your love life. And Jared takes his YouTube trolls head on and ends the Leonardo DiCaprio dating comparisons. Then, on "Petty or Prudent?", a listener gets cheated on by her longtime partner and decides to share the news with her ex's childhood role model and favorite high school teacher (Mr. Feeney anyone?). Later, a listener wonders if competitive dates are a bad idea after a night mini golfing with her boyfriend turns disastrous. New Yorkers -- U Up? LIVE is coming to a venue near you! Get your tickets to see Jared & Jordana live and in-person at The Palladium in Times Square on April 30th: https://betches.co/uuplive Today's the LAST DAY to get the official U Up? "Is That My Wife?" hat! Get yours here before it's too late: https://shop.betches.com/collections/hats/products/is-that-my-wife-hat Learn more about your ad choices. Visit megaphone.fm/adchoices

This week on U Up?, we're making the most of our extra hour of daylight, mostly by making excuses to leave work early. Jared's fresh off of a trip to Boca and has the fresh tan to prove it. Jordana's planning for her own winter getaway with an upcoming trip to the Cayman Islands. Jared tells us about a strange run-in he had with a fan while on a swanky date.  Later, we hear from a listener who's conflicted about whether or not she should go on a girl's trip to Miami because it makes her boyfriend uncomfortable. On “Awkward Encounter,” an apartment nightmare turns into a reality when a listener's sister finds out her ex boyfriend's new girlfriend moved into the unit next door. On “Red Flag or Deal Breaker?”, we got bet bragging, dog poop hurling and trauma dumping.  Learn more about your ad choices. Visit megaphone.fm/adchoices

On today's Friday Feels episode of U Up?, we're joined by musician and songwriter, Spritely, who captured the hearts and attention of millions after posting a spoof song about her shocking breakup with her longterm boyfriend. Spritely breaks down the full story behind her viral video, reflects on red flags from the relationship and answers some tough questions from J&J. Spritely's new single, "Before I Fall Apart," comes out on March 7th and can be streamed on Apple Music and Spotify. Learn more about your ad choices. Visit megaphone.fm/adchoices

Spring is only a few weeks away and J&J are here to get your dating life in tip-top shape. Jordana recounts a late night with the Betches that turned hairy when they almost got deserted at a Long Island steakhouse. Then, Jared gives his tips on how to make your dating app profile stand out and catch attention in only half a second. Later, Jordana explains how to work through an awkward texting dynamic early on in dating and Jared shares his own head-scratching situation.  Then we dive into our listener inbox and J&J talk a listener through how to follow up with a stranger he met in a real life meet-cute without seeming creepy. On “Are We Dating?”, J&J help out a listener whose weekend trips with her situationship have her stuck in the “back alley” of dating. Another listener writes in with fears that the guy she's interested in may have put her on the back burner. On this week's “Red Flag or Deal Breaker?”, aggressive texts, anti-vegetarian dating profiles and piss pots.  Learn more about your ad choices. Visit megaphone.fm/adchoices

It's Friday and Jordana's feeling sassy. She's got a new game to play with Jared called “Pack or Pass?” Here's how it works—would you relocate to Buffalo to stay with the love of your life? The game explores just how far you'd be willing to go, literally, for your relationship. Later, on "Awkward Encounter," we hear from a listener who experiences an unforgettable ick when her date insists on carrying an umbrella for shade during an entire hike. Then, a busy single mom writes in about a new guy she's excited about, but feels overwhelmed by his constant texting. J&J offer advice on how to set communication boundaries without killing the spark of a new romance. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared's officially off on his Australia and New Zealand tour and hopes to meet some of our down under listeners at his upcoming shows. Later, he tells a story about his own awkward encounter with a gastroenterologist and Jordana dissects a texting exchange Jared had with a woman he was seeing that turned sour. We dive into our email inbox and hear from a listener who is worried that sleeping with a new romantic interest on their first date may have jeopardized their chance at a committed relationship. Then we hear from a listener who isn't sure if shooting her shot was worth it. And this week's Awkward Encounter has us wondering if there's any situation where a cheese grater is a remotely acceptable birthday gift. Later on Red Flag or Deal Breaker, we hear about some eligible bachelors who are still legally married (possibly for financial reasons), who use bots to flirt with women and who ask you to go barefoot at a bar on the first date.  Learn more about your ad choices. Visit megaphone.fm/adchoices

Lordy, Lordy look who's 40! It's the “Worst Day of the Year” aka Jared's birthday. Now that he's over the hill, Jared is embracing his “I want to speak to the manager” energy and reflecting with Jordana on the peaks and valleys from the past year. Then, we play Petty or Prudent and hear from a listener who got dumped the day after her boyfriend planned a romantic dinner for their one-year anniversary. Later, we dive into an email about a woman who tries to backpedal into dating a guy she once ended things with when he gave her the ick. There's been one thing on our minds since October and it's… “Is that my wife?” We got all your DMs and comments about needing merch and now we have it! For a limited time only, get your “Is That My Wife? hat at https://shop.betches.com/products/is-that-my-wife-hat. Available from now until March 14th. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared's fresh off of a trip to Montreal, or as he calls it The Coldest Place on Earth, and comes back with hot takes about the food and one glowing restaurant recommendation. Then J&J gab about their recent trip to L.A. and the difference in hotness factor between Los Angeles and New York (Gremlin Swamp People unite!). They also reflect on a strange interaction they had with a recently divorced man at a bar.Later, we dive into emails and hear from a listener who feels that her boyfriend made a joke at her expense that went too far. On an Awkward Encounter that we'll never forget, a listener takes a chance going to a playoff hockey game with a guy she just met. Things take a turn when the “Mayor of Detroit” picks her up in a Dukes of Hazard themed golf cart and gets plastered at the game. Then a listener taps J&J for advice on a romantic connection where the physical isn't matching the emotional one. We end with a round Red Flag Deal Breaker about a forgotten vasectomy, a mean quote from a Rate My Professor review, and an aspiring “boy dad.” Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

This bonus episode is sponsored by Netflix! J and J are reflecting on five years of "Love is Blind" and they're doing it in the most authentic way possible-in the pods! They find out the hard way what it's really like to communicate in the pods as they test themselves on their emotional intuition. Then, they go on to share their two cents on the communication styles of some of the most iconic couples while breaking down the impact the show has had on modern relationships. Plus, Jared and Jordana go in for a round of Couples Court as they ponder why we don't walk away when a partner gives us the shrug? They round out the episode with an epic Love Is Blind version of Red Flag or Deal Breaker, pod edition. Don't miss Season 8, streaming now only on Netflix – new episodes drop this Friday! Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared “Cupid” Freid and Jordana “Matchmaker” Abraham are here to answer all your Valentine's Day questions. This year for V-Day, Jared's off to Alpharetta, Georgia for a block of shows and Jordana's staying in while hubby Mike cooks her up something special. J&J discuss what the perfect meal for V-Day is that still leaves room for romance (for our home cooks, Chef Jared suggests grilled chicken, penne and spaghetti squash). Later, we dive into a lightning round of V-day questions like, “When is it too soon to celebrate Valentine's Day with someone you're dating?“, “How do I tell my partner I want to do something for V-day?” and “How do I ask the guy I'm casually seeing if we'll be spending Valentine's Day together?” Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

Jordana's gone full-on suburbs. She's enrolled in a “tennis clinic” and in between perfecting her serve is trying to infiltrate the neighborhood gossip circle. She continues to debate the pros and cons of pulling the trigger on getting a dog. Later, J&J give a pep talk to a listener who recently went through a bad breakup after realizing that she and her longterm partner were not on the same page regarding kids. On Awkward Encounter, things get messy after a dog steals a listener's menstrual cup. And this week's Red Flag or Deal Breaker? has Jared and Jordana wondering if bad hygiene is a valid reason to dump someone. Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared's 40th birthday is approaching and he might be on the cusp of an impending meltdown. He's being haunted by images of how he'll be spending his upcoming 40th: alone, on an international flight to New Zealand (in a Delta One seat, of course). And after purchasing a luxe coffee maker with insane upkeep, Jordana is having some buyer's remorse. On Icky or Picky, a listener keeps accidentally going on dates with guys with the same last name as her and it's creeping her out. Later, we hear from a CrossFit betch who is having trouble meeting her match. Her parents say that her impressive physique may be to blame. Learn more about your ad choices. Visit megaphone.fm/adchoices

It's February, which means we can all complain about it officially being the coldest month of the year. To start things off, Jordana tells Jared about her sister's recent stay at her place and the creative new ways her seven-year-old nephew stress tested her new furniture. Jared's hot off of a star-studded show at the Comedy Cellar, where Madonna inexplicably performed a 40-minute comedy set. Later we dive into our mailbox, and hear from a listener who worries that all her longterm relationships will end up with a dead bedroom. Also, a recent divorcee finds herself stumbling through her reentry into the dating world and regrettably commissions a pet portrait for a man she was casually seeing whose dog died. In “Awkward Encounter,” Jared & Jordana advise a listener who just realized she went on dates with two guys who are close friends and debates whether or not she should tell them. In “Red Flag or Deal Breaker?“, we hear about a guy who pretends he went to an Ivy League school, an ex-boyfriend who might be a little too obsessed with his sister and a woman who won't stop comparing the man she's seeing to her ex. Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

Another Bachelor breakup broke the internet this week. After four years of dating and no engagement in sight, Matt James called quits on his relationship with Rachael Kirkconnell. With all the confusion and discourse over this breakup, Jared and Jordana enter the chat with their own takeaways. On “Icky or Picky,” a listener ends up dating a meme king which is all fun and games until he sends her about 30 memes over the course of two days. When things don't work out between them, he sends her a Venmo request for the cost a previous date. In a dramatic reading of these text exchanges, Jared channels his inner spaghetti Western villain. Later, we hear from a listener who's experimenting in her love life by dating a “nice guy” for once, who just so happens to do everything with his ex girlfriend. And by everything, we mean couples massages, hanging out multiple times a week and going on romantic vacations. Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

We're one month into 2025 and J&J are here to keep you motivated, even if you already quit your New Year's Resolutions. Jordana is fresh off of hosting a housewarming party and Jared is struggling to find time to write a book about dating while actively still dating. Later, we hop into emails, including a listener who wonders if her friends actually need to know the guy she's dating and we answer the mother of all dating questions: How do I approach the gym hottie without being creepy? Today's “Awkward Encounter” takes us to church with a wild listener story about hooking up with their former worship leader. On “Red Flag or Deal Breaker,” J&J debate if terrible reviews on RateMyProfessor are a good reason to not date someone, consider what proper texting etiquette looks like during a national emergency, and question whether it's bad form to refuse to go to a certain dating spot because it isn't romantic enough. Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

More than 25 years later, "Sex and the City" is still on our minds when it comes to how we would handle dating and relationships. However, since Gen Z has entered the chat and millennials hit double-digit rounds of rewatching, the discussions have shifted from identifying as the Carrie of your group to Carrie Bradshaw arguably being one of the worst characters we know. Still, Jared and Jordana aren't ready to hop on the hate train yet. They break down why we're so repulsed by some of Carrie's most memorable moments and how it translates into our evolving love lives. Plus, they play a round of "Icky or Picky?" about a flirty text that fell flat. The episode ends with an advice email about overcoming post-breakup pettiness. Is it natural to want to wish pain upon your ex when you're still reeling from a breakup, or do specific actions need to be taken to move on? Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903.  Learn more about your ad choices. Visit megaphone.fm/adchoices

It's the dead of winter and we're all in “hamper girl mode.” Jordana and Jared shake off the cold by jumping into some heated dating questions. Can a person have too many ongoing chats on a dating app? How do I know if breaking up was the right decision? And TikTok has spoken: Ghosting is out and “avoidant discarding” is in. J&J discuss this new dating term and how it's even worse than just leaving someone on read. Later, a listener meets his Reese Witherspoon-esque dream girl. The catch? She lives in a completely different city. J&J give him pointers on how to set up a second date without scaring her off. The “Awkward Encounter”, a typically smooth bartender dreads a looming speed dating event he signed up for. J&J coach him on how to make a great first impression. Then we play “Red Flag, Deal Breaker?,” about a post-sex breakup comment, missing ice cube trays and a date who is only looking for one thing. Have a dating question for Jordana and Jared? Send an email or voice memo to uup@betches.com or leave us a voicemail at our dating hotline 212-589-8903. Learn more about your ad choices. Visit megaphone.fm/adchoices

It's a second-guessing time of year on the podcast and in the dating world! Should you go out even though you're not feeling it in the thick of winter? Should you go for it with the cute person you met in your hometown? All the kinds of questions that J&J are tackling this Friday! They play a round of “Petty or Prudent?” about texting an ex's family that his cheating is the reason your relationship is ending. Plus, a listener writes in about wanting to pursue the guy in her hometown thousands of miles away, but she's not sure she's in it for the right reasons. After her last breakup and a similar situation, is going for a Hallmark-level romance just a way to evade vulnerability or a better way to ease into a new relationship? J&J discuss her circumstance and whether she's processed emotions enough to make a decision. Have a dating question for Jared & Jordana? Send an email or voice memo to uup@betches.com or leave us a voicemail at our hotline 212-589-8903 Learn more about your ad choices. Visit megaphone.fm/adchoices

In the midst of reflecting and changing, this episode is on theme for the new year shifts you're trying to make happen! After J&J catch each other up on their holiday breaks, a listener committed to keeping casual wonders how she can keep her anxious dating habits at bay. The Awkward Encounter would be a nightmare for any parent and teen. Then, after dedicating his 20s to his career, a 30m listener asks how to make his focus more dating-centric. Can a demanding job complement his dating life or is it time for a career change? The episode ends with a “Red Flag or Deal Breaker?” about strange Instagram follows, working throughout a date, and a quirky reuse choice. Learn more about your ad choices. Visit megaphone.fm/adchoices