Jared and Jordana realize it’s October 3rd! The “basic bitch Christmas”is a perfect fall day as it is Taylor Swift’s album release, Mean Girls Day, and a perfect day to drink spice lattes and put on a Gilmore Girls marathon. Jared takes on “Rejection October,” trying to get turned down three times, while they also break down a first date gone icky when the guy pressured a tired listener to reschedule. Plus, they analyze a performative ex sending unsolicited travel updates, showing how some people use breakups to make themselves look good.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared starts off the podcast with a redflag dealbreaker he heard: a straight guy has been to 30 Taylor Swift concerts. He and Jordana debate whether it makes him a groupie, a walking turn-off, or just a man who unapologetically loves what he loves. They help a woman who writes in who is dating without wanting kids, and why singles constantly get dismissed with “maybe you’ll change your mind.” A listener wonders if it’s icky or picky that her chef boyfriend eats PB&J every single day, and another listener confesses a crush that ends with the dreaded “don’t wait for me.” Plus, J&J prove that the best dates can cost just $10, and break down what it really means when your partner hides a secret Finsta!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared is feeling “very single” these days, a term he never thought he’d describe himself as! Jordana and Jared dive into the latest dating trends, from “Shrekking” and dating down with charm to the etiquette of bringing a plus one to a wedding. They also tackle hilarious friendship dilemmas like telling someone their dog smells, they have B.O., or if a guy has gone overboard with Botox. Would you be brave enough to tell a friend if they smelled?

Learn more about your ad choices. Visit megaphone.fm/adchoices

Dating fails, ghosting, and awkward first dates collide in this week’s episode of U Up? with Jared and Jordana. A listener writes in wondering if he was unmatched on Hinge by mistake or if it was just ghosting in disguise? J&J give another listener step-by-step advice on how to ask out a roommate without creating a “half-boyfriend” or awkward living situation. Plus, they dive into a few red flag dealbreakers: Venmo requests before dinner, and first date Groupons. Red Flag? Or just not sexy? Jared also pitches a clever idea for single-person restaurant menus so you can try more food without wasting a full plate!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana are joined this week by Dateable podcast hosts Julie Krafchick and Yue Xu on U Up? Julie opens up about her journey as a self-proclaimed “type A dater” and how letting go of control ultimately led her to the right partner. She was just married last Saturday, with Yue officiating the wedding. Yue shares the shocking story of discovering her long-term boyfriend was cheating while she was writing a dating book, and how interviewing “the other woman” on their podcast became one of the most therapeutic experiences of her life. They also play “Icky or Picky: Fashion Edition,” debating whether showing up underdressed to a fancy restaurant is an ick or just being picky.

Check out more on Dateable here 👉 Take the ⁠Dating Archetype Quiz⁠, check out ⁠How to Be Dateable⁠, and listen to ⁠“The Other Woman”⁠ episode too!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana dive into the small etiquette moments that can make or break a date, debating whether table manners like placing a napkin on your lap or holding a fork the wrong way are serious red flags. They explore celebrity engagements from Taylor Swift and Travis Kelce to Brooklyn Beckham and the real-life pressure couples feel on their own timelines. Listeners write in with wild dating stories, from a guy who lies about it being your birthday to a baseball hat worn on back-to-back first dates, and Jared and Jordana unpack whether these are quirky personal choices or dealbreakers. They even tackle unconventional living situations, like sharing a home with grandparents, weighing when this is endearing or potentially a red flag.

Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s Friday the 12th, not the 13th, as Jared hilariously discovers when he falls for a meme about Halloween’s “666-year Friday the 13th” joke! Jordana sympathizes after being duped into thinking the Astronomer CEO apologized on LinkedIn, which sparks a discussion of Chris Martin and Gwyneth Paltrow’s “conscious uncoupling” and how to handle messy breakups with humor and style. They answer listener questions on dating, debating whether a two-year age difference is an ick and if it is rude to ask for a plus one at a wedding. We know the bride and groom are not kings and queens, but do they deserve the final ruling on a plus one?

Learn more about your ad choices. Visit megaphone.fm/adchoices

Fall is for flirting, but dating comes with its own set of challenges, especially when reality TV obsessions, sports fandom, or constant phone use get in the way. Jared and Jordana break down what makes a relationship work, from the perfect season for flirting to navigating jealousy and attention struggles. They explore how being overly attached to your phone can impact intimacy and connection. The hosts also tackle first date ex talk, navigating a partner’s sports obsessions, and even the quirks and turnoffs of vanity plates. Plus, Jordana shares the mix up when she confuses her husband’s favorite football team, the Jets, with the Giants.

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Jared and Jordana tackle dating red flags, starting with a listener’s story about a guy wearing obvious shoe lifts, sparking comparisons to push-up bras, stuffed socks, and bald men in hats. They dive into the dreaded height conversation, unpack why “short king” talk is a lose-lose, and share their own insecurities. The duo also dishes out expert advice on solo travel in their “Go Solo?” game, weighing options like hostels, group tours, and adventure spots. Plus, Jared reveals his top tips for celebrating a birthday alone, from breakfast in town to massages and movie marathons, proving that solo days can be just as indulgent and fun!

Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared reveals a potential red flag: falling asleep to The Golden Girls, and yes, Betty White is involved. In this episode, Jordana and Jared break down texting disasters, from one-word pre-date replies to three-day gaps, and debate whether you’re genuinely excited to see someone or just excited to date. They weigh in on whether meeting the right person at the wrong time is actually real. Plus, they dissect the ultimate minimalist text: the dreaded “thumbs-up” emoji.

Learn more about your ad choices. Visit megaphone.fm/adchoices