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
Yesterday
Jordana Is Looking for a New Sister-in-Law!
Jordana and Jared get a visit from Jordana’s brother, Jon! He joins to pick up a toothbrush but ends up talking about dating in San Francisco, why he wants more banter and “relational chaos,” and whether Jordana can help him find a girlfriend. Then J&J play Second Date Yay or Nay ... Show More
1h 1m
Jul 29
The Situationship Trap Nobody Talks About
Jordana and Jared are back talking about what it means to feel successful, happy, and “content” while still chasing the next big thing! They break down the confusing world of dating labels after a Love Island conversation about situationships, exclusivity, and when someone is act ... Show More
1h 21m
Dec 2024
Can I Text An Ex Without Crossing The Line?
This week, Jordana and Dr. Naomi share their Christmas and Hanukkah traditions. Dr. Naomi explains Netflix’s The Ultimatum to Jordana, and they discuss the “social experiment” model of reality TV dating shows. Then, they announce some exciting updates to the Oversharing: Calm TF ... Show More
1h 21m
Jul 2025
WHAT'S THE BIGGEST RED FLAG IN A RELATIONSHIP?
This week, we’re getting too real about boundaries, setting standards, dating timelines, unexpected icks, and whether you can recover once you’ve gotten them.Is the ick a dealbreaker or are we just scared of emotional intimacy? How long should you actually date someone before mar ... Show More
1h 11m