Why won’t Jared go to therapy? We get this question often and, this week, he shares his own thought on why as well as a helpful TikTok, "Men Who Wear Masks And Struggle With Conflict" by @elisemicheals. Plus, he and Jordana are slipping more into f*ck it mode for the holidays. The first email is advice ahead of office holiday party season when your coworkers ... Show More
Mar 11
The Silent Relationship Killer you CAN Avoid ft Aleen Dreksler
This week on U Up?, Jared is joined by Aleen Dreksler, CEO and co-founder of BETCHES, for a chaotic and honest deep dive into mama drama, ex etiquette, and career vs. kids debates. They discuss boundaries with mother-in-laws and what you can negotiate versus when you should just ... Show More
1h 16m
Mar 6
Is He Avoiding Sex On Purpose? ft Dr. Naomi
Jared is joined by Dr. Naomi Bernstein of the Oversharing podcast to unpack dating after divorce, performance anxiety, and whether taking intimacy slow signals emotional baggage. They break down an email from a 34-year-old woman dating a gentle, recently divorced man who says som ... Show More
46m 49s
Apr 2025
Awkward Tuesday: In Greg We Trust
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey', that may have even more drama than a Second Date Update. Let us know what you think! What happens when you go on 3 dates and one ... Show More
16m 20s
Aug 2025
Sophie & Chris - When Your First Date Knows Your Ex… and His Friends
Sophie thought she’d found unexpected chemistry with a guy she’d known for years — her ex’s best friend. But after one amazing night, he vanished. Now she’s on the hunt for answers, and what comes out involves surprising friend group drama, rumors, and a revelation neither of the ... Show More
12m 15s
Feb 2025
Office Hours Amy Nobile Messing Takes Us Deep into Dating
<p>This week holistic dating coach, Amy Nobile Messing takes us on a guided tour of all the good and bad of dating. We get some hard truths about chemistry, second dates, and what to shut about early on in the process. Then in a moment of vulnerability I open up my phone and ha ... Show More
51m 50s