What does it take to go from sitting on the bench in high school to a 9-year pro basketball career—and then build a business that impacts millions? Dre Baldwin has lived that journey—and in this episode, he breaks it all down with raw honesty and game-ready mindset. I chat with Dre Baldwin, the Founder and CEO of Work On Your Game Inc. He’s a four-time TEDx speaker and the author of 40 books. After a 9-year professional basketball career across 8 countries, he developed his signature framework—the "Roadmap in Reverse"—a proven system to help professionals with mindset, strategy, accountability, and execution. Dre gets real about what it actually takes to win—not just in sports, but in life and business. He opens up about the mindset shifts that helped him go from sitting on the bench in high school to playing pro ball across the globe—and how the 4 pillars he built along the way became the foundation for everything. Those same pillars that kept him locked in on the court are what fueled him to build a powerful global brand and business from the ground up. They've helped him stay sharp, bounce back from setbacks, and take action—even when no one’s watching. He breaks it all down in a way that hits—and makes you think about how you're showing up in your own game.

Timestamps:

(00:00) Athletic Motivation

(04:17) Pro Athlete to Online Entrepreneur

(11:54) Transition from Pro Athlete to Online Creator

(22:17) Mental Toughness and Skill Development

(34:00) Overcoming Challenges in Sports and Business

(41:25) Path to Professional Speaking Success

(47:30) 4 Pillars for Success

(51:37) Future Business and Artificial Intelligence

Thank you to our sponsors!

Loop Internet: The fastest & most reliable fiber internet in Northeastern PA. Residential & Business Fiber Internet. Check if Loop is available near you: and sign up with code A4VT at checkout!

Anthracite Pallet Solutions: New and used 48 x 40 wooden pallets. Visit anthracitepallet.com

Sweat Tent: Get $100 OFF your purchase with code OTS at Sweat Tent

CANN: Cannabis Infused Seltzer: Get 20% your first order with code OTS at CANN (Must be 21+)

Riverside: Easily record high-quality virtual video podcasts with Riverside’s web & app-based remote recording platform. No credit card required. Get started on Riverside with a FREE 14-day Trial.

DISCLAIMER: This description contains affiliate links. If you click and make a purchase, we will earn a small commission that helps us keep the mics on!

Engage with us on social media: Instagram, Facebook, LinkedIn, or visit our website!