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
Jun 17
My Fiancé Is Cheating Through The Notes App!
Jared is officially OVER hearing himself talk after weeks on his book tour, but appreciates all the great feedback from fans who have read his book. J&J get into listener questions, reacting to a woman who discovers her fiancé secretly messaging his ex through a shared Notes app, ... Show More
1h 22m
Jun 12
Would You Date a Man Who Had Four Kids Via Surrogacy?
Summer is finally here, and Jared and Jordana are feeling the relief after what felt like New York's longest winter. They dive into the realities of parenting twins, why single parents deserve way more credit, and the surprising story of Olympic champion Alysa Liu's father choosi ... Show More
42m 55s
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