Happy Thanksgiving! In this episode I answer listener questions about how to enjoy the holidays when you're single, how to get over a situationship when you're in the same friend group, what to do if the idea of going on a date causes so much anxiety, tips for bonding with your significant other's family, advice for believing your healthy relatioship is real ... Show More
Oct 6
Flying to Italy & a Listener’s Emotional Cheating Confession
Live from Italy, Jake and I are recapping the Jewish holidays, what stuck with us from the rabbi’s sermon, and what it was like hosting a holiday for the first time. We’re sharing the highs and lows from our travel day to Puglia, including our very first business class flight and ... Show More
39m 14s
Oct 2
How Our Friendship Survived Different Life Stages
My best friend and former Life in Progress cohost, Carly Silverman, joins me for a catch-up on pregnancy, friendship, and how our relationship has evolved as we’ve moved into different chapters of life. We talk jealousy, long-distance best friendship, what we miss from our Life i ... Show More
46m 54s
Oct 2024
641 - Enjoy your solitude (take a break from dating)
In this episode, I talk about when to take a break from dating. I talk about your sense of self, purpose, and what to do if dating feels like a "need" rather than a choice.My book, "That's Bold of you" is available on Amazon.Instagram: @case.kenny
14m 58s
Dec 2024
260. The BEST dating advice for your 20s ft. Dateable podcast
When it comes to dating in our 20s, the entire experience seems like a bit of a maze and often leaves us questioning, is there a RIGHT way to be dating in our 20s? Should I be playing it casual, and just having fun, prioritise being single and getting to know myself, only dating ... Show More
47m 38s
Aug 28
136. Hot Not Bothered Summer: Dealing with Rejection, Dating Droughts, and Friends Who Don’t Get It
Welcome to the last Hot Not Bothered episode! Jess and Caroline tackle some difficult WHATADOs, answering questions about how to date after trauma, how to approach being the only one in your friend group who’s dating, and how to accept being “too much” in the dating world. Plus, ... Show More
1h 13m
Dec 2024
Is It Too Early To Be Annoyed With The Person You’re Dating?
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. Th ... Show More
1h 10m
Feb 2025
148. How To Show Interest In Early Dating (Without Looking Desperate)
If showing interest in the person you're dating is scary, this episode will help! Showing interest when you're interested is key in developing a secure, healthy relationship in the early dating stage - even when things feel uncertain. I'm breaking down the appropriate, not-desper ... Show More
35m 17s