Leslie Wexner, founder of L Brands, is one of the most influential figures in American retail, having built Victoria’s Secret, Bath & Body Works, and a portfolio of iconic mall brands that helped define modern specialty retail. Starting with a single apparel store in 1963, Wexner created a multi-billion-dollar empire through sharp merchandising instincts, aggressive expansion, and a deep understanding of consumer psychology. For decades, he set the pace in fashion and retail strategy, while also becoming a major philanthropist supporting education, healthcare, and the arts. Though he has stepped back from the company, Wexner remains a towering figure in the retail industry’s evolution.

Leonard Stern, chairman and CEO of Hartz Mountain Industries, transformed his family’s small pet-supply enterprise into one of the largest privately held real estate empires in the United States. After taking over the business in the 1950s, he expanded Hartz Mountain into a diversified powerhouse spanning industrial properties, office buildings, hotels, and residential developments concentrated in the New York–New Jersey region. Known for long-term strategy, disciplined capital deployment, and a deep commitment to family ownership, Stern also stands out as a major philanthropist—supporting education, entrepreneurship, and the arts, including significant contributions to NYU’s Stern School of Business, named in his honor.

Larry Silverstein, chairman of Silverstein Properties, is one of New York’s most influential real estate developers, best known for rebuilding the World Trade Center site after the September 11 attacks. A major force in Manhattan commercial property since the 1970s, Silverstein has led the development of millions of square feet of office, residential, and mixed-use space, including icons such as 7 World Trade Center, 4 World Trade Center, and the soaring 3 World Trade Center. His combination of resilience, political navigation, and long-term vision turned tragedy into an unprecedented urban redevelopment effort, cementing Silverstein as a defining figure in modern New York real estate.

Ken Langone, cofounder of Home Depot, is one of America’s most respected entrepreneurs and dealmakers, helping turn a radical big-box retail concept into one of the largest home-improvement chains in the world. After early success on Wall Street as an investment banker, Langone helped finance and launch Home Depot in 1978, and the company’s explosive growth made him a billionaire. Known for his blunt, patriotic style and deep loyalty to employees, he is also a major philanthropist—funding medical research, education, and veterans’ causes, including a landmark gift to make tuition free at NYU’s medical school. Langone remains a prominent voice on business, capitalism, and civic leadership.

John W. Brown, former president, CEO, and chairman of Stryker Corporation, is widely regarded as one of the most effective long-tenured CEOs in modern medtech. Taking the helm of the family-run company in 1977, when sales were around $17–23 million, he led Stryker through a landmark IPO, a series of strategic acquisitions, and relentless product expansion, growing revenues into the multi-billion-dollar range and turning it into a global medical technology powerhouse. Under Brown’s three decades of leadership, Stryker evolved from a niche hospital-bed manufacturer into a diversified leader in orthopedics, surgical equipment, and neurotechnology, setting a benchmark for disciplined, long-horizon value creation.  

John A. Sobrato, founder of the Sobrato Organization, is one of Silicon Valley’s most influential real estate developers, building a multibillion-dollar portfolio that houses many of the world’s leading technology companies. After selling one of the Bay Area’s earliest tech office parks in the 1970s, he expanded aggressively into commercial and multifamily properties across the region, creating a dominant privately held enterprise now managed alongside the second generation. A dedicated philanthropist, Sobrato has devoted much of his wealth to education, housing, and community development, with the family pledging to give away the majority of its net worth, solidifying his impact on both the business and social fabric of Northern California.

Jim Haslam, founder of Pilot Company, built one of America’s largest fuel, travel center, and logistics businesses from a single gas station he opened in 1958. A former University of Tennessee football standout and U.S. Army officer, Haslam expanded Pilot through disciplined operations, strategic acquisitions, and a relentless focus on serving professional drivers—laying the foundation for what would become a multibillion-dollar national network of travel centers. His leadership shaped the culture and growth of the Haslam family enterprise, while his extensive philanthropy in education, healthcare, and community initiatives established him as one of Tennessee’s most respected civic and business leaders.

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.

J. Hyatt Brown, chairman and former CEO of Brown & Brown Insurance, built the company into one of the largest independent insurance brokerages in the United States. Taking over the family business in the late 1960s, he led decades of steady expansion through strategic acquisitions, operational discipline, and a focus on client relationships. Under his leadership, Brown & Brown became a multibillion-dollar enterprise serving customers across all 50 states. A prominent philanthropist and civic leader, Brown has also made significant contributions to education, healthcare, and community development in Florida.

Irwin Jacobs, cofounder and former CEO of Qualcomm, is a pioneering engineer and entrepreneur who helped revolutionize wireless communications. After an academic career at MIT and UC San Diego, he launched Qualcomm in 1985, driving the development and commercialization of CDMA technology, which became the global standard for mobile networks. Under his leadership, Qualcomm grew into a multibillion-dollar powerhouse at the heart of the mobile phone industry. Beyond technology, Jacobs is a noted philanthropist, supporting education, science, and the arts, particularly in San Diego, where his contributions have had lasting civic impact.

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.

Ira Rennert, billionaire industrialist, is the founder of Renco Group, a private holding company with investments in mining, metals, manufacturing, and defense. Starting in the 1970s with junk bonds, he expanded into heavy industry, building a diversified empire that has included steel, magnesium, and automotive companies. Known for his controversial business practices as well as his immense wealth, Rennert also drew attention for constructing one of the largest private homes in the United States, the 62,000-square-foot Fair Field estate in the Hamptons. Despite criticism, he remains a powerful and enduring figure in American industry and finance.

Herbert Wertheim, optometrist, inventor, and investor, built his fortune through a mix of innovation in vision care and shrewd long-term investing. Founder of Brain Power Inc., he developed tints and protective coatings for eyeglass lenses that became widely adopted in the optical industry. Beyond his business, Wertheim amassed a multibillion-dollar portfolio by investing early in companies like Apple, Microsoft, and Intel, often reinvesting dividends over decades. A noted philanthropist, he has pledged much of his wealth to education, science, and medical research, cementing his legacy as both a pioneer and a benefactor.

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.

Henry Jarecki, psychiatrist-turned-financier, built his fortune through trading and investment ventures after an early career in medicine. He founded and led several successful commodities and securities firms, including Mocatta Metals and Brody White & Co., becoming a prominent figure in the global precious metals market. Beyond finance, Jarecki has been a dedicated philanthropist and supporter of scientific research, education, and cultural initiatives, channeling his wealth into causes ranging from marine conservation to academic institutions. His unique path from medicine to markets highlights both intellectual range and entrepreneurial vision.

Harry Macklowe, New York real estate developer and art collector, is known for bold, high-stakes deals that reshaped the Manhattan skyline. Founder of Macklowe Properties, he developed iconic projects such as 432 Park Avenue, one of the tallest residential towers in the Western Hemisphere. His career has been marked by both spectacular successes and dramatic setbacks, including a leveraged $7 billion office portfolio purchase in 2007. Beyond real estate, Macklowe gained global attention for his blue-chip art collection, reinforcing his image as one of New York’s most colorful and audacious moguls.

Hansjörg Wyss, Swiss billionaire and philanthropist, built his fortune through medical device maker Synthes, which he sold to Johnson & Johnson for nearly $20 billion in 2012. An engineer by training, Wyss expanded Synthes into a global leader in orthopedic implants before turning his focus to large-scale philanthropy. Through the Wyss Foundation, he has committed billions to environmental conservation, scientific research, and public interest journalism, becoming one of the world’s most influential advocates for protecting wild lands and advancing sustainable solutions.

George Soros, legendary investor and philanthropist, made his fortune through the Quantum Fund, which delivered outsized returns and cemented his reputation as one of the greatest hedge fund managers of all time. Famous for “breaking the Bank of England” in 1992 with a $1 billion profit bet against the pound, he later shifted his focus toward global philanthropy, channeling more than $30 billion into his Open Society Foundations to promote democracy, human rights, and education. Soros remains an influential—often controversial—figure at the intersection of finance, politics, and global affairs.

George Bishop, founder of GeoSouthern Energy, built his fortune in oil and gas by focusing on shale plays and unconventional drilling. Starting his career in the energy sector in the 1980s, he grew GeoSouthern into a major player in the Eagle Ford Shale of Texas before selling a large stake to Devon Energy for $6 billion in 2013. Known for his low profile and disciplined approach, Bishop has since diversified into other energy ventures and real estate, establishing himself as one of America’s quietest self-made billionaires.

Forrest Lee Preston, a self-made billionaire, founded Life Care Centers of America in 1970 and built it from a single facility in Cleveland, Tennessee, into one of the nation’s largest privately held networks of nursing homes, assisted-living, and retirement communities. As sole owner and CEO, he has overseen more than 200 locations across 27 states, employing over 30,000 people and serving tens of thousands of residents. Known for his hands-on control and aggressive expansion, Preston has navigated regulatory challenges and industry upheavals, cementing his reputation as a dominant force in the senior-care sector.