
30, Single, and Happier Than Ever
This week, I’m joined by content creator Annie Jorgensen to talk about what really shifts when you turn 30 and stop looking for someone to complete you. From a major heartbreak (with a cheating ex who...
12 Touko 49min

Waiting for the Other Shoe to Drop & I Have a Big Announcement
Jake's back from Florida with a roulette win and some bachelor party receipts. Ilana has a major life announcement that's been months (or years) in the making.. Two listener questions: does astrology ...
11 Touko 42min

Your Next Relationship Might Be Around the Corner
In this episode, we sit down with Kerry Russo, the creator behind UES Things, to talk about what it actually means to put yourself out there — and why staying in your comfort zone might be the biggest...
7 Touko 41min

Stop People Pleasing, Start Feeling Secure
Trevor Hanson is back for part two, and this episode goes even deeper into people pleasing, anxious attachment, and what it really means to feel secure in yourself. We talk about why even secure peopl...
5 Touko 48min

Bachelor Parties vs. Bachelorette Parties: We Are Not the Same
Jake's heading to Fort Lauderdale for a bachelor party with zero itinerary and a plan that's basically "watch the Knicks, find a Chili's." We kick things off comparing how differently men and women pl...
4 Touko 42min

Meeting Someone When You Least Expect It
Juliette Haas is about to leave a life that works — great friends, a solid routine, and NYC exactly as she always imagined it — to move to London anyway. In this episode, we get into what it really me...
30 Huhti 1h 1min

Why You’re Still Single (It’s Not Bad Luck)
Amy Chan returns to Seeing Other People five years after her first appearance to talk about her new book UNSINGLE and what it actually takes to create a healthy, lasting relationship. We talk about wh...
28 Huhti 49min

Should You Keep Dating While Your Mom Is Dying?
We're back with Ilana's LA trip recap, a lot to be grateful for, and two listener questions that made us cry. Ilana returns with two unhinged stories — a barista who said something unhinged to every c...
27 Huhti 45min














