
Are Women's Standards Too High?
Dr. Shamara Howard joins the podcast for an eye-opening conversation about how dating is changing—and why that's not necessarily a bad thing. We dive into why more women are choosing to stay single ra...
14 Jul 39min

We're Having a Baby! And We're Finally Telling You Everything
We're pregnant, we're 15 weeks along, and we've been dying to tell you. This episode is everything: a clip from when we first found out, what the first trimester was actually like (the smell sensitivi...
13 Jul 52min

Stop Asking Your Friends These Dating Questions (Ask Yourself These Instead)
After answering more than 10,000 dating questions over the years, I've realized something: most people don't actually need more advice. They need better questions. In this solo episode, I'm sharing th...
9 Jul 41min

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


















