Igor Olenicoff, billionaire real estate developer, is the founder and owner of Olen Properties, a privately held company with a vast portfolio of commercial and residential properties across the United States. Based in Newport Beach, California, Olen Properties controls tens of millions of square feet of office space and thousands of rental units, with a strong presence in California and Florida. Known for his aggressive growth and hands-on management style, Olenicoff has built one of the nation’s largest private real estate empires while maintaining a low public profile.

Roy Carroll II, founder, president, and CEO of The Carroll Companies, has built a diversified real estate empire spanning multifamily housing, commercial developments, self-storage, and luxury communities. Based in Greensboro, North Carolina, the privately held company oversees billions in assets with projects across the Southeastern United States. Known for his entrepreneurial drive and long-term investment vision, Carroll has positioned his firm as a leader in regional real estate while also supporting civic and philanthropic initiatives that strengthen local communities.

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.

George Marcus, Greek-American real estate mogul, is the founder and chairman of Marcus & Millichap, one of the largest commercial real estate brokerage firms in the United States. Since launching the company in 1971, he has expanded it into a nationwide powerhouse specializing in investment sales, financing, research, and advisory services. Beyond brokerage, Marcus also cofounded Essex Property Trust, a publicly traded REIT focused on West Coast multifamily housing, cementing his influence across both transactional and ownership sides of the real estate industry.

David Walentas is the self-made real estate developer behind Two Trees Management, the Brooklyn firm that transformed Dumbo and Williamsburg from industrial decline into high-end residential and creative districts. A University of Virginia alumnus, Walentas began with a small Manhattan partnership in 1968 and leveraged $12 million to acquire nearly 2 million sq ft in Dumbo, reshaping it through bold vision and rezoning advocacy.

David Lichtenstein is a self-made real estate billionaire who founded The Lightstone Group in 1988. He began with a single multifamily unit and grew his firm into a diversified empire—owning 25,000 apartments and over 15 million sq ft of retail, industrial, hotel & life-sciences properties across 25+ states, with more than $9 billion in managed assets. He led major deals such as acquiring Prime Retail malls ($638 M) and Extended Stay Hotels ($8.1 B) and is active in civic service and board leadership across New York institutions. 

David Hoffmann founded and served as long-time chairman of the Hoffmann Family of Companies, a global multi-sector family office managing over 200 businesses in real estate, hospitality, logistics, agriculture, media, and more. A self-made billionaire who began DHR International—now the world’s largest privately held executive search firm—after mortgaging his house, Hoffmann has used his wealth to revitalize communities like Augusta, Missouri.

Charles S. Cohen is a billionaire real estate developer and film industry entrepreneur who transformed Cohen Brothers Realty—founded by his family—into a 12 million sq ft commercial portfolio spanning Manhattan, Los Angeles, Houston, and Florida. He also founded the Cohen Media Group in 2008 to preserve and distribute independent and French films, eventually acquiring iconic arthouse theater chains like Landmark Theatres and Curzon Cinemas.

Bruce Toll co‑founded Toll Brothers in 1967 with his brother Robert, turning it into a Fortune 500 homebuilder specializing in luxury housing across 24 states. As vice chairman—and principal of family office BET Investments—he now manages a real estate empire spanning six million sq ft of commercial space, 3,000 apartments, automotive dealerships, biotech ventures, and a portfolio reaching billionaire status.

Bernard Saul, II is an American billionaire and real estate entrepreneur, serving as Chairman & CEO of Saul Centers since 1993. An heir to the historic B.F. Saul Company—a mortgage and property firm founded in 1892—he transformed the legacy business into a publicly traded REIT managing 9 million sq ft across Washington DC–area office and retail properties, and sold Chevy Chase Bank to Capital One in 2009.  

Ben Ashkenazy is an Israeli‑American real estate billionaire who founded Ashkenazy Acquisition Corporation in 1987, now overseeing a $12 billion global property portfolio. Known for strategic landmark deals like stakes in New York’s Plaza Hotel, Boston’s Faneuil Hall, and London’s Grosvenor House, he’s raised fresh capital to pursue discounted acquisitions—cementing his reputation as a bold, shrewd titan in commercial real estate.  

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.

Axel Stawski is an American billionaire real estate developer and founder of Stawski Partners, a New York City–based firm. A Holocaust survivor’s son with a PhD in international law, he has built a portfolio of Manhattan office buildings and luxury condos since 1973, including the notable 565 Fifth Avenue. His low-profile but focused approach continues to shape prime urban real estate.

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.