When Kevin Palmieri joined me on the show, I had no idea it would be one of the most insightful, personal, and downright fun conversations I've ever had. He opened by casually referencing my a cappella background—something no other guest has ever brought up. That immediately told me he’d done his homework, and he later revealed his “hack”: listening to two minutes of five podcast episodes to quickly understand someone’s energy and style. Simple, but effective.

From there, we dove into a rich back-and-forth about everything from podcasting and coaching to masculinity, marriage, and identity. Kevin shared how he structures his workweek, balancing public-facing days with behind-the-scenes focus. I chimed in with how Fridays in internet marketing feel like pseudo-Saturdays—and how I’ve struggled with feeling “productive enough” even when I’ve technically earned the right to relax.

One of the most meaningful parts of our chat was about growing up, value systems, and leadership. I opened up about my upbringing as the oldest of eight, being homeschooled, and developing a deep-rooted need to contribute in order to feel valuable. Kevin resonated, sharing his identity as a nurturer and protector—and how he’s learned to be a guide instead of a hero when helping others.

We got into speaking careers, the illusion of success in that world, and how most people never see the unpaid grind behind a speaker’s fame. Kevin offered grounded advice about building an audience and focusing on real value before chasing paid gigs.

We even nerded out on the dynamics of male friendships, Nashville, domain flipping, and the book Who Not How—a concept I champion in nearly every episode. Kevin’s openness about his journey from low self-worth to coaching others through identity and boundary-setting was incredibly refreshing.

I ended the show by reflecting on my faith, purpose, and the belief that we’re all here for a reason. Kevin responded with his own grounded wisdom: self-worth starts with keeping promises to yourself and slowly building confidence from the inside out.

This episode is a must-listen for anyone navigating entrepreneurship, personal development, or simply trying to connect more deeply—with themselves and others. Kevin was more than a guest. He was a mirror, a coach, and a kindred spirit. Go visit his site.