John Fisher, billionaire investor and owner of the San Francisco Giants–affiliated interests through Pisces, Inc., manages one of the most diversified private investment portfolios linked to the Fisher family, heirs to the Gap retail fortune. As president of Pisces, Fisher oversees long-term capital allocation across real estate, private equity, and strategic sports holdings, including his majority stake in Major League Baseball’s Oakland Athletics. Known for his discreet, media-averse style, he has built influence in professional sports ownership and large-scale development projects, while maintaining a complex role in the Athletics’ future and broader West Coast commercial investments.

Joe Ricketts, billionaire entrepreneur and philanthropist, is the founder of TD Ameritrade, the online brokerage he launched in 1975 and grew into one of America’s largest trading platforms through early adoption of discount brokerage, digital tools, and retail investor empowerment. After taking the company public and expanding it through major acquisitions, Ricketts became a prominent figure in finance and later sold TD Ameritrade to Charles Schwab in a landmark multibillion-dollar deal. Beyond business, he has invested heavily in journalism, conservation, and civic initiatives through the Ricketts family foundation, and the family also owns the Chicago Cubs. Ricketts remains a defining voice in entrepreneurship, public policy, and philanthropy.

Jerry Reinsdorf, longtime owner of the Chicago Bulls and Chicago White Sox, is one of the most influential figures in American professional sports. After building his wealth in real estate and tax-shelter investments, he purchased the White Sox in 1981 and the Bulls in 1985—guiding the teams through eras that cemented their place in sports history. Under his stewardship, the Bulls won six NBA championships in the Michael Jordan era, while the White Sox captured a World Series title in 2005, ending an 88-year drought. Known for his sharp business acumen, loyalty to his organizations, and major impact on league governance, Reinsdorf remains a defining and sometimes controversial presence in modern sports ownership.

Jim Crane, billionaire businessman and owner of the Houston Astros, built his fortune through logistics and freight services before becoming one of Major League Baseball’s most successful franchise owners. After founding Eagle Global Logistics and later Crane Worldwide Logistics, he acquired the Astros in 2011 and transformed the team into a championship organization, winning the World Series in 2017 and 2022. Known for his disciplined leadership, data-driven decision-making, and deep involvement in Houston’s business and philanthropic community, Crane has become a defining figure in both sports and global logistics.

Howard Schultz, former longtime CEO and chairman emeritus of Starbucks, transformed a small Seattle coffee chain into a global brand with more than 35,000 stores worldwide. Inspired by Italy’s espresso culture, he built Starbucks into a company that blended premium coffee with community-driven “third place” experiences. Schultz became known not only for scaling the brand into a multibillion-dollar enterprise but also for his focus on employee benefits, ethical sourcing, and social responsibility. A visionary entrepreneur and occasional political voice, he remains one of the most influential figures in modern retail and consumer culture.

David Simon, chairman, CEO, and president of Simon Property Group, has led the company to become the largest shopping mall operator in the United States and a global leader in retail real estate. Taking over leadership in the mid-1990s, he steered the Indianapolis-based firm through major acquisitions, including the purchase of Taubman Centers, and successfully navigated challenges posed by e-commerce and shifting consumer trends. Under his guidance, Simon Property Group has maintained dominance with hundreds of malls and premium outlets, while Simon himself has earned a reputation as one of the most influential executives in American real estate.

Herbert Simon, billionaire real estate developer, is chairman emeritus of Simon Property Group, the largest shopping mall operator in the United States. Alongside his late brother Melvin, he expanded the Indianapolis-based company into a global retail real estate powerhouse, with hundreds of malls and premium outlets worldwide. Under his leadership, Simon Property Group grew into a publicly traded giant and a bellwether of the retail industry. Beyond real estate, Simon is also known as owner of the NBA’s Indiana Pacers and as a philanthropist supporting education, culture, and community development.

Hal Steinbrenner, managing general partner and chairman of the New York Yankees, inherited leadership of Major League Baseball’s most iconic franchise from his father, George Steinbrenner. Since assuming control in 2008, he has balanced the legacy of the Yankees’ storied past with the financial and operational demands of modern sports management. Under his stewardship, the team has continued to rank among the most valuable sports franchises in the world, leveraging brand power, media rights, and stadium operations while maintaining its pursuit of championships.

Frank McCourt, real estate developer and former owner of the Los Angeles Dodgers, built his fortune through large-scale property holdings and high-profile sports investments. After selling the Dodgers in 2012 for a record $2.15 billion, he expanded his portfolio through McCourt Global, a diversified enterprise spanning real estate, sports, media, and technology. Known for bold, often controversial deals, McCourt has also turned his attention to digital infrastructure projects aimed at rethinking data ownership, positioning himself as both a traditional asset mogul and a forward-looking tech investor.

Drayton McLane Jr. is a self-made billionaire business magnate and philanthropist best known for building the McLane Company into a nationwide grocery and logistics powerhouse—growing revenue from $3 million to $19 billion—and later selling it to Walmart in 1990. He served as vice-chairman of Walmart while expanding The McLane Group, a family-owned holding company investing globally. He also owned and led the Houston Astros from 1993 to 2011 as chairman and CEO, becoming the first Texas team to reach the World Series under his tenure.

David Rubenstein is an American lawyer, billionaire investor, and philanthropist who co-founded The Carlyle Group in 1987. From humble beginnings in Baltimore, he built Carlyle into a global private equity powerhouse managing over $426 billion in assets as of 2023. In 2024, he became principal owner of the MLB’s Baltimore Orioles and chairs numerous institutions including the Kennedy Center (until 2025), Council on Foreign Relations, and the National Gallery of Art.

David Blitzer is an American investor and sports team owner. As Blackstone’s Chairman of Tactical Opportunities, he oversees global investing across asset classes. In 2011, he co-founded Harris Blitzer Sports & Entertainment (HBSE), the first entity to hold equity in all five major U.S. men’s leagues (NBA, NHL, NFL, MLB, MLS). His portfolio includes the Philadelphia 76ers, New Jersey Devils, Cleveland Guardians, Real Salt Lake (now minority stake), and the Washington Commanders.

Christopher Ilitch is the president and CEO of Ilitch Holdings, the Detroit-based privately held conglomerate founded by his parents Mike and Marian Ilitch. He oversees iconic brands such as Little Caesars Pizza, the Detroit Red Wings, Detroit Tigers, and their real estate & entertainment ventures. Since becoming sole CEO in 2004, he has led over a 600% revenue increase and drives Detroit renaissance through projects like The District Detroit.

Bill Alfond is an American investor and philanthropist who inherited a billion-dollar fortune when his father, Harold Alfond, exchanged Dexter Shoe Company for Berkshire Hathaway stock. A trustee and Maine community supporter, he co-founded the Bill & Joan Alfond Foundation and holds a minority stake in Fenway Sports Group alongside his siblings. 

Arturo “Arte” Moreno is the first Mexican‑American to own a major U.S. sports franchise after purchasing the Anaheim Angels in 2003. A self‑made billionaire, he built his fortune in billboard advertising—expanding Outdoor Systems into an $8 billion sale—then transformed the Angels into a $2.7 billion-plus franchise. His leadership spans sports, media and community investment.

Steve Cohen is an American billionaire hedge fund manager, art collector, and owner of the New York Mets. He is the founder of Point72 Asset Management and S.A.C. Capital Advisors, renowned for his aggressive trading strategies and substantial influence in both the financial and sports industries.

Masayoshi Son is a Japanese entrepreneur, investor, and philanthropist, best known as the founder and CEO of SoftBank Group Corp. He is a prominent figure in the global tech industry and has played a significant role in the development of various successful technology companies through strategic investments.