The Best Boss Ever

Sports, Media, Entertainment, Business. Those are the building blocks of The Best Boss Ever podcast. But Music is what runs underneath it. For me, and for nearly every guest that I've had the pleasure to interview. Here are a few that resonated. Watch. Listen. Enjoy. And watch for our upcoming Newsletter because we've created a Spotify playlist you're gonna love!

Over the past 27 years, MLS Commissioner Don Garber has steered the League to levels never imagined. From near bankruptcy to 30 teams, 26 dedicated Stadiums, first David Beckham, then Lionel Messi. LAFC has a current valuation of $1.4 Billion, and the most recent expansion fee in San Diego, SDFC, was $500 Million. His story is spellbinding. Watch! Listen! Learn!

Sophie Goldschmidt is the first woman and the first non-Olympian in 25 years to lead US Ski and Snowboard. She and her team have nearly doubled revenues leading up to Milano Cortina in February 2026, and all signs point to that trend continuing for the next 8 years, first in the French Alps in 2030, then back to Salt Lake City and Park City for 2034. Watch, Listen, Learn.

Maybe, but the proof is always in the pudding and with just under two years to go, my bet is on Los Angeles! Our guest, Phil Andrews has been in the Olympic movement since 2010 in London. Now the CEO of USA Fencing, he has for the past four years led our Fencers to Paris, with LA next, and Brisbane 2032, on the near term horizon. A Brit by birth, he has a unique perspective leading a USOPC National Governing Body. Watch! Listen! Learn?

Carl discusses what endurance is and how it influenced his business career, including the Origin Story of how Triathlon became an Olympic Sport in Sydney, Australia, in 2000.

Carl sits down with longtime industry friend Drew Sheinman — a man who's worked at the highest levels of Major League Baseball, Madison Square Garden, Coca-Cola, and Endeavor before co-founding Brand Velocity Group, an independent private equity sponsor with a portfolio that includes youth sports, men's jewelry, home grilling, and Eli Manning as a day-to-day partner.

Drew's episode is equal parts strategy and storytelling — from the mentors who built entire industries (not just businesses), to how a Kobe Bryant toy company led to a private equity firm, to why he believes we're in the first inning of sports investing. He also talks about the Knicks, his nephew, and why his favorite word is kindness.

If you want to understand where smart money is flowing in sports and entertainment over the next decade — this is your episode.

In this episode, Jay Samit shares his journey from tech pioneer to author, discussing how to leverage the second act of life through innovation, AI, and networking. Discover actionable insights on embracing change, overcoming fear, and creating a meaningful second act.

Founder of Women's Running Magazine and the Women's Running Series, Dawna Stone shares her inspiring journey from athlete and entrepreneur to CEO of the Abbott World Marathon Majors. Discover her insights on mentorship, leadership, building successful organizations, and the power of passion in sports and fitness. Watch. Listen. Learn

Join Carl as he explores the dynamic career of Randy Bernard, from transforming PBR into a global phenomenon, leading IndyCar's revival, to managing Garth Brooks, and now a partnership with Bill Stapleton at the Laurel Group. Discover insights on media rights, innovative marketing, and the future of live entertainment. Watch. Listen. Learn

Growth. Depth. Talent. Vibe. These four attributes set the culture for AEG Global Partnerships, one of the world's most successful sponsorship sales organizations. As President and COO, Nick Baker has spent 22+ years at AEG honing his leadership skills and style. This session is outstanding. Watch. Listen. Learn.