Mark Cuban, entrepreneur, investor, and owner of the Dallas Mavericks, is one of the most recognizable figures in American business, known for turning bold bets into transformative ventures. After selling Broadcast.com to Yahoo! at the height of the dot-com boom, Cuban built a diversified portfolio spanning sports, media, technology, and healthcare. He later disrupted pharmaceutical pricing through the Mark Cuban Cost Plus Drug Company, applying direct-to-consumer economics to lower drug costs. Outspoken, data-driven, and intensely competitive, Cuban blends venture investing with consumer advocacy, making him a defining personality in modern entrepreneurship.

Marc Lasry, cofounder and CEO of Avenue Capital Group, is one of the most recognized figures in distressed-debt investing, building a multibillion-dollar platform focused on undervalued and special-situation assets around the world. After early success at Amroc Investments, Lasry launched Avenue in 1995 with his sister Sonia, developing a global reputation for navigating complex restructurings and capitalizing on market dislocations. Beyond finance, he is known for his high-profile role in professional sports as former co-owner of the Milwaukee Bucks, helping oversee the team’s rise to NBA championship status. Lasry’s mix of investment discipline, global perspective, and civic engagement has made him a defining voice in alternative assets.

Justin Ishbia, founder and managing partner of Shore Capital Partners, has built one of the fastest-growing private equity firms in the lower middle market, backing healthcare, business services, and food companies through a disciplined strategy of operational improvement and platform roll-ups. Under his leadership, Shore has completed hundreds of acquisitions and created scaled national platforms across dental, veterinary, behavioral health, and specialty manufacturing, while consistently generating strong returns. A former practicing attorney with a sharp eye for founder-led businesses, Ishbia is also a major investor in sports as co-owner of the Phoenix Suns and Phoenix Mercury alongside his brother, Mat Ishbia. His combination of analytical rigor, deal intensity, and strategic focus has made him a rising force in private equity.

Josh Harris, cofounder of Apollo Global Management, is one of the most accomplished investors of his generation, helping build Apollo into a global alternative-asset powerhouse managing hundreds of billions across private equity, credit, and real assets. After three decades of shaping Apollo’s hallmark value-oriented, contrarian investment strategy, Harris expanded his influence into professional sports as cofounder of Harris Blitzer Sports & Entertainment, owning the Philadelphia 76ers, New Jersey Devils, and, most recently, the Washington Commanders. Known for his analytical discipline, long-term strategy, and philanthropic commitments in education and community development, Harris has become a defining figure in both modern finance and major-league sports ownership.

Joe Lacob, managing partner and chairman of the Golden State Warriors, is the venture capitalist who helped engineer one of the greatest franchise transformations in modern sports. After years at Kleiner Perkins investing in healthcare and technology, Lacob led the group that acquired the Warriors in 2010 and rebuilt the organization through analytics-driven strategy, top-tier talent development, and a bold front-office culture. Under his leadership, the Warriors evolved from a struggling team into a global dynasty with multiple NBA championships, a state-of-the-art arena in San Francisco, and one of the most valuable brands in sports. Lacob’s blend of data rigor, entrepreneurial mindset, and competitive ambition has redefined what ownership can look like in the NBA.

Joe Gebbia, cofounder of Airbnb, helped transform a simple idea—renting air mattresses in a San Francisco apartment—into one of the world’s most influential travel and hospitality platforms. As the company’s design visionary, he shaped Airbnb’s user experience, trust systems, and brand identity, guiding its growth from a scrappy startup to a multibillion-dollar public company operating in more than 190 countries. Beyond Airbnb, Gebbia founded Samara, a design lab focused on housing innovation, and became a major philanthropist supporting refugees, homelessness initiatives, and global social causes. His blend of creativity, product instinct, and mission-driven leadership has made him a defining figure in modern tech.

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.

Jamie Dinan, founder and CEO of York Capital Management, is one of the most respected figures in the hedge fund world, known for his disciplined event-driven and distressed investing strategies. After losing his entire savings during the 1987 market crash, Dinan rebuilt his career and launched York in 1991 with just $3.6 million, growing it into a multibillion-dollar global firm with offices in New York, London, and Hong Kong. Renowned for his resilience, rigorous analysis, and long-term perspective, Dinan also holds ownership stakes in major sports franchises and is an active philanthropist in education and healthcare.

Jimmy Haslam, chairman of Pilot Company, has built one of America’s largest privately held businesses in fuel, logistics, and travel centers. Under his leadership, Pilot transformed into a nationwide powerhouse with thousands of locations serving professional drivers and consumers across North America. Haslam is also widely known as co-owner of the Cleveland Browns and the Milwaukee Bucks, where he has applied his competitive, operations-focused leadership style to professional sports. With a portfolio spanning energy, transportation, and major league franchises, Haslam remains a prominent and influential figure in both American business and sports.

Jahm Najafi, Iranian-American investor and philanthropist, is the founder and CEO of The Najafi Companies, a private equity firm specializing in consumer, media, sports, and technology investments. Based in Phoenix, he has built a reputation for long-term, values-driven investing, with notable stakes in ventures such as the Phoenix Suns, McLaren Racing, and other high-profile brands. Najafi also serves as vice chairman of the Phoenix Suns and is recognized for his thoughtful leadership style, combining strategic acumen with a strong commitment to social impact and community development.

Irving Grousbeck, entrepreneur, investor, and academic, is best known as cofounder of Continental Cablevision, which grew into one of the largest cable television companies in the United States before its sale to US West. After his success in media, he became a prominent figure in academia, serving as a professor at Harvard Business School and later at Stanford Graduate School of Business, where he helped launch the school’s Center for Entrepreneurial Studies. Grousbeck is also a co-owner of the NBA’s Boston Celtics and remains influential in shaping both the entrepreneurial and investment landscapes.

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.

Glen A. Taylor, Minnesota billionaire businessman, built his fortune through Taylor Corporation, one of the largest privately held printing and marketing companies in the U.S. Starting as an employee, he bought the company in 1975 and expanded it into a diversified enterprise spanning printing, communications, and technology solutions. Beyond business, Taylor is well known as owner of the NBA’s Minnesota Timberwolves and WNBA’s Minnesota Lynx, as well as a former state senator. His career blends entrepreneurship, sports ownership, and community engagement, making him a prominent figure in both business and civic life.

Everett Dobson is an Oklahoma-based billionaire entrepreneur and philanthropist. As Executive Chairman of Dobson Fiber (and former CEO of Dobson Communications), he built one of the country’s largest rural wireless providers—from a family-owned telephone company into a $1.6 billion business across 17 states, sold to AT&T in 2007. He now leads regional fiber‑optics expansion, serves as a minority owner of the NBA’s Oklahoma City Thunder, and chairs leading thoroughbred racing organizations.

Edward P. “Ed” Roski Jr. is the billionaire president and chairman of Majestic Realty Co., one of the largest privately held real estate developers in the U.S., with over 80–90 million square feet of industrial and commercial properties. A decorated Vietnam veteran who earned two Purple Hearts and a Bronze Star, he is also a part-owner of the Los Angeles Lakers and Kings, co-founded the Land of the Free Foundation supporting veterans, and serves on USC’s board and numerous museum and civic boards. 

Daniel Sundheim is the American billionaire founder and Chief Investment Officer of D1 Capital Partners, a high-conviction global investment firm launched in 2018. A former CIO at Viking Global with 15 years of experience, he built D1 into a multi‑billion‑dollar firm investing across public and private markets—including leading positions in Instacart and SpaceX. He also serves on boards of MoMA, NYU Langone, and Columbia Grammar.

Bruce Karsh is the co-founder, co-chairman, and Chief Investment Officer of Oaktree Capital Management, the global leader in distressed-debt investing with nearly $190 billion in assets under management. A former appellate clerk for Supreme Court Justice Anthony Kennedy, Karsh transitioned from law to finance, quietly building a reputation as the “quiet secret behind Oaktree’s success” alongside Howard Marks.

Antony “Tony” Ressler is a billionaire investor, co-founder of two private equity giants — Apollo Global Management (1990) and Ares Management (1997 )— and principal owner of the NBA’s Atlanta Hawks. A Georgetown-educated financier, he built an empire across credit, private equity, and real estate, and channels his wealth into philanthropy, education, and the arts.