Episodes

A listener named Bethany reached out to us. She has been considering starting a podcast for months. She has the name, the microphone, and the concept, but she hasn’t recorded anything yet. Her fear is that it won’t be good en...

In this episode, I get into the truth about broken trust, can you actually rebuild it, or is it gone forever? From relationships, to family, to shady bosses, I break down what happens when trust is lost and why most people wa...

In this episode, we explore 10 harsh truths about why our brains resist change so fiercely.

AI isn't "just a tool" anymore. And soon, you will be. We lay out the phases from helpful assistant to human obsolescence, why every job's vulnerable, why the experts are full of shit, and what you can do about it now. This i...

My dating app screening process filters out 98% of matches before the first date, and has a 100% success rate with those who make it through. I'll take you from swipes to relationships, how I protect my time and why being pic...

Usefulish is all about the weird threads between the past and the present. The outdated customs, bizarre social rules, and how none of us are as evolved as we think. This is another show I created and I think it fits right in...

A quick detour before the next full episode drops. These are the moments listeners keep messaging me about. The parts where I apparently said something honest enough that it stuck. If you’re new, this is a good place to start...

I’ve been living in a hotel with my dog, Holly. Not on vacation, but stuck between homes, routines, and tourists in the elevator. This week, I discuss holding it together when nothing feels familiar while pretending everythin...

How do you see yourself, and how do others see you? One summer, everything changed for me on the outside. On the inside? Not so much. This episode explores why we never really feel like we fit, even when the world says we do....

Ever wonder why we only recognize the best moments after they’ve slipped by? This episode dives into the ache of missing wonderful chapters, even as you’re living them. From leaving behind messy apartments and old relationshi...

This week, we're getting deep into why good people can’t focus on one person, and how choice overload means you’re always one swipe away from being replaced. It's not something you're going to want to miss.

This episode breaks down why the dating pool feels smaller than ever, what happens when you have to be better than someone's already good life, and how to handle age gap relationships. Plus, a listener question about dating y...

Resetting your profile sounds like a hack. Sometimes it’s just replaying the same disappointment. Here’s what the algorithm is doing, when resets help, when they tank you, and the real strategy that gets you seen.

There’s a point where dating apps stop feeling hopeful and start feeling heavy. In this episode, Trent talks about dating while tired. When you still want connection, but don’t have the energy to keep auditioning for one. Fro...

Single on New Year’s Eve and spiraling? This episode is a reset. Trent talks about what’s really going on behind those perfect couple posts, shares his experience staying way too long in an abusive relationship, and explains ...

In the Season 3 opener, we're going to upset some listeners as we discuss how, when someone says they’re “still friends” with their ex, it often means the relationship never fully ended. We explore emotional proximity, unfini...

Going back to an ex feels like skipping the line. You already know each other, you have history, and starting over sounds exhausting. But research shows that on-again, off-again relationships usually increase stress, conflict...

Americans think dating is hard everywhere. It's not. The way we do it, app-driven, hyper-individualistic, like a never-ending job interview, is an outlier. This episode compares how dating works in France, Japan, and Denmark,...

The psychology behind why dating feels worst on Sunday nights, why you miss your ex when you’re tired, and how emotional exhaustion makes your brain lie about your future.

When you start dating someone who is emotionally available, it can feel…off. There’s no anxiety, no guessing, and no emotional rollercoaster. They text you back, show up, and don’t disappear. And somehow that can feel less ex...