U Up?

Jordana and Jared talk about the strange week between Christmas and New Year when time feels fake, routines disappear, and the pressure to reinvent your life creeps in too late. Jordana’s growing baby countdown is upon us and Jared reacts to becoming an uncle and jokes about parenting prep and unrealistic TV labor scenes! Next, they react to a viral dating influencer who claims his high standards are why he is single, breaking down why the take feels insecure, manipulative, and driven by rage bait. Finally, they debate an icky or picky email about a date who joked that his dog was his child and why the timing made it more uncomfortable than funny. Learn more about your ad choices. Visit megaphone.fm/adchoices

Merry Christmas Eve from your friendly elf and what seems to be Jared as sexy Santa? Jared talks about a potential gym flirting moment that leads into a deeper conversation about dating burnout, emotional self protection, and why avoiding risk can start to feel safe but sad, with comparisons to Leonardo DiCaprio style dating rules. They break down listener emails about bringing a boyfriend of two years to a family Christmas party, asking when it is actually the right time to include your significant other in family holiday gatherings. J&J read a petty or prudent about getting Christmas ornaments back, an email about a gifting fight over a valuable sentimental book, and multiple fed flag or deal breaker stories involving Christmas cheer, cultural gift rules, and whether believing in Santa at 21 is sweet or concerning. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jordana and Jared celebrate the holidays by sharing gift ideas, including Jared’s new book, Walking Red Flag, which we suggest pre-ordering! Next, a listener asks J&J to weigh in on whether her date’s bragging about delaying climax is an icky moment or just being picky. They answer a question about giving a boudoir photo shoot as a Christmas gift and how it can boost confidence. Would you do a sexy photo shoot for your loved one?? Learn more about your ad choices. Visit megaphone.fm/adchoices

Jared and Jordana kick things off with a little holiday gift exchange powered by Uber Eats, proving last minute gifting doesn’t have to be stressful! Then they tackle a big dating etiquette question: you book a trip together, break up, and suddenly you’re stuck with the bill - do you still split the bill? They then get into an icky or picky where a listener asks if her boyfriend’s top Spotify song of the year being his own, cringe or just a harmless quirk? Lastly, they get into some red flags: a married grown man sharing an Amazon account with his mom, and a boyfriend who still won’t show his apartment after four months of dating! Learn more about your ad choices. Visit megaphone.fm/adchoices

This week on U Up?, Jared asks Jordana if when seeing an ex posting on social media can still hit harder than it should. They celebrate being named to Spotify’s Best Podcasts list, share Jared’s upcoming stand-up plans, and unpack his tradition of spending New Year’s alone. They dive into listener emails, including one about a gifting dilemma with someone who doesn’t celebrate the holidays, sparking a debate on what’s appropriate when you’re casually dating, in a segment sponsored by Uber Eats. Also, they unpack an icky or picky” email that asks whether nonstop talking and essay-length texts are a real ick or just part of modern dating? Learn more about your ad choices. Visit megaphone.fm/adchoices