U Up‪?‬ U Up?

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.

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

After taking a trip down Jared’s memory lane, Benefits subscribers wanted in on how Jordana's career came to be. Jared quizzes her on the building blocks of Betches, the hardest part about working with Sami and Aleen, and what changes have happened since going from the boss to having a boss. Plus, she shares some of the side gigs she took to initially keep herself afloat and Jared remembers the early days of recording U Up? at the first Betches office. Then, they settle the ticket talk about Dr. Naomi and Jared’s Dallas show referenced in last week’s episode of Oversharing (I'm Jealous Of My Husband's Work Wife).

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