Is Having A Boyfriend Embarassing?
Jake’s been recovering from surgery with nonstop movie marathons, while I got upsold by a facialist and found myself spiraling about Botox because everyone around me seems to be doing it. I’m also on ...
10 Nov 202556min
What If You Haven’t Been Loved the Way You Deserve Yet?
Heidi Friedman (@lovelessons104) went on 104 dates before finding the love of her life — and every single one taught her something new. A divorced mom of two (and now a bonus mom of two more), she ope...
6 Nov 202547min
What Running The NYC Marathon Actually Felt Like
I trained for months dreaming of the NYC Marathon finish line… and instead found myself sitting on the side of the course having a panic attack at mile 6. In this episode, Jake and I break down everyt...
5 Nov 20251h 26min
What Healthy Intimacy Actually Looks Like (& How To Built It)
Most of us never learned how to talk about sex—so we assume everyone else just figured it out. Sex therapist Vanessa Marin and her husband Xander Marin join me to talk about what really makes intimacy...
4 Nov 202556min
Why Men Are Getting Dating Wrong—And What Women Actually Want
Dating advice is everywhere, but most of it is useless. From ghosting after a “perfect” date to why playing hard to get always backfires, Logan Mahan—writer of Take It From a Woman at InsideHook—share...
30 Okt 202559min
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 ...
28 Okt 202553min
Jake’s First Kiss & Other Things He Never Talks About
Ilana is one week out from the marathon and feeling overwhelmed with everything happening at once. Jake asks how she’s holding up and shares how he’s feeling ahead of his surgery. We get into Jake’s d...
27 Okt 202545min
How to Get Over A Crush
I’m breaking down the exact things that helped me get over crushes I was never even technically with. From muting people like it’s a form of therapy to distracting myself with run clubs, puzzles, and ...
23 Okt 202540min
