Delroy Gill grew up flipping candy in the playgrounds of South London, finding creative ways to make money at a young age. When he moved to America, saw the game from a different angle, and started building something far beyond himself.

Early on a broken promise taught him that if he wanted something, he had to get it himself. That mindset carried him through the 2008 crash, into real estate, and all the way to the top of the luxury market. But the climb came with a cost. The walls he built to protect himself also kept people out.

What followed was a personal rewiring. Through therapy, mentorship, and honest connection, the work turned inward.

Along the way, Delroy discovered a richer definition of wealth. One rooted in legacy, stewardship, and the freedom to walk away from anything misaligned.

Today, Delroy is a top luxury realtor but he’s not just selling homes. He is building legacy and blazing a trail for others to follow.

In this episode we unpack:

• Why representation matters in luxury spaces

• The childhood betrayal that taught him to never ask for help

• How he built a real estate career during a market crash

• Why survival mode helps you win but keeps you isolated

• How his definition of wealth evolved through healing

• Why alignment matters more than achievement

About Delroy Gill: 

Delroy Gill is America’s top Black real estate agent and ranks among the top 20 at LIV Sotheby’s International Realty in Colorado. With over $400 million in career sales, he advises CEOs, entrepreneurs, professional athletes, and industry leaders nationwide. Born in Britain with Jamaican heritage, Delroy has lived in the U.S. for more than 20 years and brings a cultural fluency and professional edge that sets him apart. He is a number one trendsetter, a member of Entrepreneurs’ Organization, and nationally ranked by the National Association of Real Estate Brokers. His work has been featured in Robb Report, the Denver Post, and Business Den.

Connect with Delroy: 

Follow him on Instagram: www.instagram.com/delroygill

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