David A. Duffield is an American enterprise software pioneer. He co-founded PeopleSoft in 1987 and in 2005 co-founded Workday—both revolutionized HR and financial management systems. He later founded Ridgeline Apps, serving investment managers. At age 84, he’s also a philanthropist behind Maddie’s Fund and the Dave & Cheryl Duffield Foundation, with gifts exceeding $450 million.  

Darwin Deason is an American billionaire entrepreneur and founder of Affiliated Computer Services (ACS). Under his leadership, ACS became a global outsourcing powerhouse before being sold to Xerox for $6.4 billion in 2010. After the sale, Deason emerged as Xerox’s largest individual shareholder (~12%). He is also a high-profile Republican political donor and owner of the mega-yacht Apogee and an opulent La Jolla estate called “The Sand Castle.” 

Daniel Snyder is the American entrepreneur who founded Snyder Communications and later owned the Washington Commanders (NFL) from 1999 to 2023. He purchased the team for $800 million and controversially sold it for a record $6.05 billion amid investigations, fan backlash, and workplace misconduct scandals that ultimately led to his forced exit. He now resides in London and remains a polarizing sports legacy figure

Daniel Loeb is an American investor, hedge‑fund manager, and founder & CEO of Third Point LLC, a New York‑based activist investment firm launched in 1995 with ~$3–4 million in capital. Renowned for his scathing public letters and event‑driven strategy, he has built Third Point into a multi‑billion‑dollar fund and a major force in corporate turnarounds and governance reform. He is also a philanthropist active in education and civil‑rights causes.

Dan H. Wilks is an American petroleum entrepreneur who co-founded Frac Tech in 2002 with his brother Farris. They grew the company from their modest beginnings in Cisco, Texas, and sold their 70% interest for $3.5 billion in 2011. Now among the wealthiest Texans, Dan invests in land and energy and is a major conservative political donor. 

Craig McCaw is an American telecom visionary who transformed his family’s cable-TV company into McCaw Cellular, pioneering U.S. mobile networks in the 1980s. After selling the business to AT&T in 1994 for over $11 billion, he went on to build Nextel, Clearwire, and other wireless ventures—shaping modern cell-phone infrastructure. A Stanford graduate and dyslexia survivor, he continues investing through Eagle River Inc. and supports environmental, education, and tech philanthropy.

Chris Sacca is an American investor, entrepreneur, and former Google executive who founded Lowercase Capital, backing early-stage winners like Twitter, Uber, Instagram, Twilio, Stripe, and Kickstarter. After retiring from tech investing in 2017, he returned in 2021 through Lowercarbon Capital, channeling capital into startups focused on climate solutions and energy innovation.

J. Christopher “Chris” Reyes is the American billionaire co‑chair and elder founding brother of Reyes Holdings, a $40 billion family-run food and beverage distribution giant. He teamed with his brother Jude to grow a single Schlitz beer distributor in 1976 into the country’s largest McDonald’s and beverage logistics provider.

Chase Coleman III is the founder and managing partner of Tiger Global Management, one of the most powerful hedge funds and venture firms globally. A protégé of Julian Robertson, Coleman runs public and private tech-heavy investment strategies, overseeing around $46 billion in assets while building Tiger Global into a benchmark of high-growth returns. He is also active in education and conservation philanthropy. 

Charles Simonyi is a Hungarian‑American software pioneer, former Microsoft distinguished engineer, and space tourist. He architected the first versions of Microsoft Word and Excel, co-founded Intentional Software, and became the only private citizen to fund and complete two separate missions to the International Space Station—logging over 26 days in orbit. His tech and philanthropic impact includes endowed science professorships and arts funding at top institutions.

Charles R. Schwab is the pioneering founder, longtime CEO, and current Co‑Chairman of The Charles Schwab Corporation, which he started in 1971. Renowned for revolutionizing the discount brokerage industry—offering low-cost, tech-driven trading and eliminating commissions—he built one of the largest global investment firms managing over $10 trillion in client assets and serving more than 32 million accounts. Semi-retiring in 2008, he remains the largest individual shareholder and leads the Schwab Foundation’s education and dyslexia initiatives. 

Chamath Palihapitiya is a Sri Lankan‑born Canadian‑American venture capitalist and founder & CEO of Social Capital. A former senior Facebook executive (2007–2011), he rose to prominence as the so-called “SPAC King” after helping take Virgin Galactic, Opendoor, Clover Health and others public. His aggressive investment style and hefty bet on SPACs have earned him both acclaim and criticism.

Bruce Kovner is a self-made hedge fund billionaire and the founder of Caxton Associates in 1983, the global macro fund he led for nearly three decades. A Harvard graduate who once drove a NYC taxi and dabbled in harpsichord before launching a career in trading, Kovner turned $3,000 borrowed on a credit card into billions—later retiring to manage his firm CAM Capital and lead elite arts and education philanthropy.

Ben Horowitz is a seasoned tech entrepreneur and venture capitalist, co-founding Opsware (acquired by HP for $1.6 billion in 2007) and the powerhouse firm Andreessen Horowitz (a16z), a VC titan now managing over $42 billion in assets. A Columbia and UCLA-trained computer scientist, Horowitz is also the author of The Hard Thing About Hard Things and What You Do Is Who You Are, and remains a leading voice on startup leadership and tech policy.

Barry Sternlicht is the billionaire founder, chairman & CEO of Starwood Capital Group and Starwood Property Trust (NYSE: STWD), overseeing over $120 billion in global real estate assets. He also founded Starwood Hotels, creating iconic brands like W Hotels and St. Regis. A passionate industry leader, he’s known for blending revenue-driven growth with hands-on hospitality strategy—and for his vocal views on market cycles and Fed policy.

Anthony Pratt is the Australian‑born billionaire and executive chairman of Visy Industries and Pratt Industries USA—collectively the world’s largest privately owned paper, packaging, and recycling firm. Under his leadership, the company has expanded to over 70 U.S. factories and pledged a $5 billion investment to create 5,000 American manufacturing jobs, aligning business growth with sustainability and global impact.

Andrew Beal is a billionaire financier, mathematician, and founder of Beal Bank, known for his contrarian investment strategies and deep-value approach to banking. A self-made entrepreneur, Beal built his fortune by acquiring distressed assets and betting against market trends. Beyond finance, he is a noted math enthusiast, real estate investor, and namesake of the unsolved Beal Conjecture, offering $1 million to anyone who can prove it.

Alfonso Fanjul Jr. is the Chairman and CEO of Fanjul Corp., a privately held sugar and real estate conglomerate with deep roots in both Cuba and the United States. As the public face of the Fanjul family empire, he oversees Florida Crystals and Domino Sugar, playing a pivotal role in the U.S. sugar industry. Known for his political connections, philanthropic activity, and low public profile, Fanjul has shaped policy and commerce in agriculture and beyond.

Stephen M. Ross is a real estate magnate, philanthropist, and sports team owner known for founding Related Companies, the real estate firm behind iconic projects like Hudson Yards, and for owning the Miami Dolphins. With a significant influence in real estate, sports, and philanthropy.

Eric Smidt is the CEO and co-founder of Harbor Freight Tools, a privately held tool and equipment retailer with over 1,200 locations across the United States. Known for his keen business acumen, Smidt transformed Harbor Freight from a small mail-order business into a retail giant. He is also a notable philanthropist, with significant contributions to education and healthcare.