
Stop Chasing Uncertainty in Dating
Linnea Sage joins the podcast to share how losing her voice acting career to AI unexpectedly led her to create The Jewish Dating Game, a live dating show helping singles connect beyond the apps. We ta...
7 Jul 47min

Professor Ilana Era, Barkley Faked a Broken Leg + Q&A
Barkley had us in a full panic leading us to the vet ER and then immediately ran laps around the facility like nothing happened. Ilana's Professor era officially begins this week, and we weigh in on t...
6 Jul 53min

What 10,000+ Dating Questions Have Taught Me About Modern Relationships
After reading 10,000+ dating and relationship questions, I've noticed that most people are asking the same thing in different ways: "How do I know I'm making the right choice?" In this solo episode, I...
2 Jul 44min

How to Rebuild Trust When Everything Becomes a Trigger
Therapist and co-host of the Therapy Brothers podcast, Tyler Patrick joins the podcast to share his personal story of addiction, betrayal, recovery, and rebuilding trust after everything fell apart. W...
30 Jun 45min

"All My Friends Are in Relationships and I'm Starting to Feel Left Behind"
Ilana's back on Love Island (long story), Jake played golf four times in eight days, and we're doing absolutely nothing for July 4th and couldn't be happier about it. Three listener questions this wee...
29 Jun 47min

"How I Finally Left My Toxic Relationship"
In this raw and emotional follow-up to I Didn't Expect This Relationship to Break Me, an anonymous guest returns to share the final chapter of her story—and the moment she finally found the strength t...
25 Jun 57min

Why Dating Feels So Hard Right Now (And What to Do About It)
Brandi Davis (@backpocketcounseling) joins the podcast for a deep dive into modern dating, relationship anxiety, communication, attachment styles, and the patterns that keep us stuck.As a licensed mar...
23 Jun 48min

Should You Text First? Should You Snoop? We Debate It All.
We're recording at the earliest time ever — Friday morning, two broken water dishes deep, and heading into an absolutely stacked weekend (a wedding, two baby showers, a birthday, and Father's Day). We...
22 Jun 47min


















