Edward DeBartolo Jr., former owner of the San Francisco 49ers and heir to a shopping center fortune, built a rare legacy spanning both real estate wealth and sports dominance. Best known for overseeing the 49ers’ dynasty years, during which the franchise won five Super Bowls, he also remained tied to one of America’s most prominent mall-developing families. Though later overshadowed by legal controversy, DeBartolo endures as one of the most consequential figures in modern NFL ownership.

Terry Taylor, founder and president of Automotive Management Services, built one of the largest privately held auto retail empires in the United States by quietly assembling more than 120 dealerships across the country. Starting with a single new-car dealership in Daytona Beach in 1982, Taylor expanded through disciplined acquisitions, local operating autonomy, and an unusually low-profile style that made him one of the least visible major figures in U.S. automotive retail. His majority stake in Automotive Management Services turned him into a billionaire while preserving the company’s reputation for scale without spectacle.

Bob Parsons, founder of GoDaddy, built one of the most recognizable internet services companies by making domain registration and small-business web tools simple, affordable, and mass-market. A former U.S. Marine and serial entrepreneur, Parsons grew GoDaddy through bold branding and aggressive customer acquisition, turning it into a dominant platform for entrepreneurs launching online businesses. After exiting GoDaddy, he expanded his business interests through YAM Worldwide, investing in real estate, golf, motorcycles, and hospitality, including the PXG golf brand. Parsons is also a major philanthropist supporting veterans, healthcare, and community development.

James Clark, pioneering computer scientist and serial entrepreneur, has founded some of Silicon Valley’s most transformative companies. As cofounder of Silicon Graphics, Netscape, and Healtheon, Clark played a pivotal role in shaping modern computing, the internet, and digital health. His early vision helped usher in the dot-com era, with Netscape’s 1995 IPO marking a defining moment in tech history. Beyond business, Clark has devoted much of his wealth to scientific research, education, and ocean conservation, establishing himself as both an innovator and philanthropist at the intersection of technology and progress.

Anthony Wood is the English-born American billionaire and visionary behind Roku, the streaming-platform pioneer he launched in 2002. A self-taught engineer and entrepreneur, Wood previously created the DVR (ReplayTV) and later guided Roku to lead U.S. streaming with over 90 million households and a thriving ad-tech business. He also funds major philanthropy through his WoodNext Foundation.

George Roberts is an influential figure in the world of private equity and finance, co-founding Kohlberg Kravis Roberts & Co. (KKR), one of the world's leading global investment firms. Known for his role in shaping the leveraged buyout industry, Roberts has amassed significant wealth and has become a prominent philanthropist, particularly in the areas of education and healthcare.