Don Peebles' and NBA Star Andre Drummond's Playbook for Success

Entrepreneur

12-08-2025

The famed real estate developer explains how he got his start, and Drummond shares what he wants his future to look like beyond basketball.
On every episode of The Playbook, produced by Sports Illustrated and Entrepreneur, we pair a business titan with an elite athlete to discuss their approaches to business and success. In this episode, real estate mogul Don Peebles sits down with Philadelphia 76ers center and two-time NBA All-Star Andre Drummond.
Peebles got his start as a real estate developer in Washington, D.C. But when a major deal went south, he headed to Miami, where he won a bid to develop the Royal Palm Hotel. In doing so, Peebles became the first African American businessperson to own and develop a major hotel. Several years later, he purchased the members-only Bath Club.
"It was a barrier-breaker for Black entrepreneurs," Peebles says. "I realized at that point that the business side could be used as a transformer and an energizer."
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It eventually led Peebles to launch a $500 million fund for minority developers in 2019. "It's important we don't forget where we come from, and we don't turn our backs on the rest of our society," Peebles says.
The message resonated with Drummond, who runs an annual free basketball camp in his hometown of Middletown, Connecticut. But Drummond has even bigger plans for the future. "I want to bring money into my town," he says. "It's a really small town; not much is really out there. I want to start building the economy out there to start getting people jobs."
Photo Credit: 108 Leonard Residence Penthouse West, Developed by Elad Group
Drummond, who's played in the NBA since he was a teen, has seen fellow athletes face hurdles once they retire from the sport. He wants to set an example for young athletes that it's okay — and even beneficial — to have passions and projects beyond the court.
"We always get knocks for doing things outside of our sport," he says. "If I can help the next person watching this and let them know that it's okay to do things outside of your sport and to expand your mind [beyond] the game, so we don't have that large number of guys that are struggling to find out what to do after basketball's over."
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Peebles agreed with that mentality of using one's sport as a jumping-off point to create a fulfilling career – one that will support athletes until they decide to retire, and that they can pass down to their children to build generational wealth.
"You can't give your kids your skills, but you can give them your business," Peebles says. "And that's where the relay is. It's that next generation. If we can get everyone to think that way, we transform our society."
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