There's so much pressure when dating....so much that dating becomes more about measuring up than actually finding the right partner. We're diving into one of the biggest things that got in our way – and that we see stifle so many of you too – when we let dating define our worth and make it a lot more personal than it actually is. We're discussing the mindset ... Show More
Nov 8
Quickie w/ Yue: If They Want to See You, They'll Make It Happen (Or Will They?)
We often assume real connection grows out of ease and availability, but what if it's born from inconvenience? In this quickie, Yue shares how a new weekly commute to the Bay Area, and a weekend-only schedule in LA, changed the way she dates and keeps friendships. With limited tim ... Show More
9m 36s
Oct 2025
Unlearning The Dating Rules That Are Keeping You Stuck
So many of us were taught how to be chosen instead of how to choose.In this episode, writer, filmmaker, and podcast host Rory Uphold (Crimes of the Heart) joins me to talk about unlearning the dating rules that keep us stuck, why self-trust is the most underrated green flag, and ... Show More
53m 19s
Oct 2025
S16 Ep277: Are Your PREFERENCES Keeping You Single?
Today we're diving into the realities of compromise in relationships as Kait and JJ unpack why holding too tightly to our preferences—like location, routines, or lifestyle—can make dating harder, especially as we get older, and share honest stories of what healthy (and not-so-hea ... Show More
43m 59s
Jun 2025
Terms & Conditions May Apply: What We All Need to Know About Modern Dating
Dating often comes with a lot of questions. Who gets to say what they want? Who gets to be chosen? Who gets to choose? Should I stay on/off the apps? How much do I share, when, and how? This week, Esther gets set up on a blind date of sorts with three people, all deeply invested ... Show More
49m 13s