Richard Peery, founder of the Peery family real estate enterprise, built one of Silicon Valley’s most influential commercial property portfolios by specializing in high-quality office and industrial developments in Northern California. Known for acquiring and developing strategic assets near the world’s leading technology corridors, Peery helped shape the physical infrastructure that supported the region’s growth for decades. Operating with a low public profile, he expanded through long-term ownership, disciplined management, and a deep understanding of location-driven value. Peery is also recognized for philanthropy supporting education, community development, and civic initiatives.

Ralph Lauren, founder of Ralph Lauren Corporation, built one of the most iconic luxury lifestyle brands in the world by transforming American style into a global symbol of aspiration. Starting with a single line of neckties in the late 1960s, he created a brand universe spanning fashion, fragrance, home, and hospitality—anchored by timeless design, storytelling, and impeccable merchandising. Through decades of disciplined brand control and cultural influence, Lauren turned his name into a multibillion-dollar global empire and remains a defining figure in modern fashion and brand building.

Phil Ruffin, casino and real estate magnate, built a fortune through high-conviction bets on hospitality, energy, and distressed assets, most famously in Las Vegas. After early success in oil and gas, Ruffin acquired and revitalized major properties including the Treasure Island hotel-casino, applying hands-on operations and disciplined capital allocation. Known for opportunistic dealmaking and a long-term owner’s mindset, he has remained a powerful figure in gaming and commercial real estate, pairing bold acquisitions with tight cost control and patient value creation.

Phillip Frost, physician and entrepreneur, built a biotechnology empire by identifying undervalued medical assets and scaling them through disciplined science-driven investing. As founder and chairman of OPKO Health, Frost assembled a diversified healthcare platform spanning diagnostics, pharmaceuticals, and medical technologies, often through strategic acquisitions and partnerships. Earlier in his career, he sold IVAX Corporation to Teva in a multibillion-dollar transaction, cementing his reputation as a leading dealmaker in life sciences. Known for a long-term approach to innovation and capital allocation, Frost remains a central figure in global healthcare entrepreneurship.

Peter Thiel, cofounder of PayPal and Palantir Technologies, is one of Silicon Valley’s most influential and contrarian thinkers, known for backing companies that challenge consensus and reshape entire industries. As an early investor in Facebook and the first outside investor in several category-defining startups, Thiel helped popularize a philosophy centered on building monopolies through deep technology rather than incremental competition. Through Founders Fund, he has backed transformative ventures across software, defense, biotech, and space. Thiel’s impact extends beyond investing into ideas, shaping debates around technology, globalization, and the future of innovation.

Norman Braman, founder and chairman of Braman Automotive Group, built one of the largest luxury auto dealership empires in the United States by focusing on premium brands, prime real estate, and disciplined operations. Starting in the 1970s, Braman expanded aggressively in South Florida, assembling a portfolio that includes top marques such as BMW, Mercedes-Benz, Porsche, and Rolls-Royce. Beyond automotive retail, he is a prominent civic figure and philanthropist, investing heavily in healthcare, education, and urban development in Miami. Braman’s career blends entrepreneurial scale with sustained local impact.

Nick Caporella, founder and longtime chairman of National Beverage Corp., built one of the most distinctive players in the U.S. beverage industry by betting early on healthier, flavor-forward drinks. After acquiring the company in the 1980s, Caporella focused on brand-led growth rather than scale-for-scale’s sake, turning LaCroix into a cultural phenomenon and a leader in sparkling water. Known for frugality, tight control, and unconventional strategy, he created outsized value with a small portfolio and an intense focus on margins and brand equity.

Neil Bluhm, real estate developer and casino magnate, built a diversified empire spanning luxury hotels, gaming, and urban real estate through long-term vision and disciplined capital deployment. As cofounder of JMB Realty, he helped shape landmark developments across major U.S. cities before expanding aggressively into gaming as a principal owner of Rush Street Gaming and Rush Street Interactive. Bluhm is also a major civic philanthropist, supporting education, healthcare, and cultural institutions in Chicago and beyond, blending large-scale commercial development with sustained community investment.

Mortimer Zuckerman, real estate magnate, media executive, and investor, built a multifaceted career spanning property development, publishing, and public policy influence. As longtime chairman and CEO of Boston Properties, he helped create one of the largest publicly traded office real estate investment trusts in the United States, shaping skylines in New York, Boston, and Washington, D.C. In parallel, Zuckerman became a prominent media figure as owner and editor-in-chief of U.S. News & World Report and publisher of the New York Daily News, using his platforms to weigh in on economics, foreign policy, and urban affairs. His career reflects a rare blend of large-scale real estate execution and national media influence.

Martin Selig, founder and chairman of Martin Selig Real Estate, is one of Seattle’s most prominent commercial real estate developers, having shaped much of the city’s modern office landscape. Beginning in the 1970s, Selig built a vast portfolio of downtown office towers and mixed-use properties, often taking a contrarian approach by developing during market downturns and holding assets long term. Known for his bold architecture, aggressive expansion, and willingness to challenge conventional real estate cycles, Selig became a defining figure in Pacific Northwest commercial property. His career reflects decades of high-conviction development and enduring influence on Seattle’s urban core.

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.