Ted Leonsis is the founder and CEO of Monumental Sports & Entertainment, owning the Capitals, Wizards, and Mystics. A former AOL executive, he pioneered the "teams as platforms" model, though his 2024 attempt to move his franchises to Virginia hit a high-profile dead end. He ultimately secured a deal to renovate D.C.’s Capital One Arena, anchoring his teams in the District through 2050. A venture capitalist at Revolution Growth, Leonsis operates with a "double bottom line" philosophy, valuing community impact alongside financial success. Whether chasing Stanley Cups or tech disruptions, he remains a central figure in the digital evolution of global sports.

Steven Roth is the Chairman and CEO of Vornado Realty Trust, NYC’s leading landlord. He is the force behind the multi-billion dollar Penn District revitalization, modernizing sites like PENN 1 and PENN 2. His current strategy includes a pivot toward residential projects, like the 484 Eighth Avenue tower, to address the city's housing needs. As head of Alexander’s and a former federal advisor, Roth co-owns major assets like 1290 Sixth Avenue with Donald Trump. A dedicated philanthropist, he supports Dartmouth and the arts. His legacy is defined by a disciplined approach to urban redevelopment, cementing his role as a key architect of Manhattan’s modern skyline.

Felix Baker is a highly influential biotech-focused investor and co-founder of Baker Brothers Advisors, a leading hedge fund specializing in healthcare and biotechnology investing. Through his firm, established in 2000, Felix manages over $20 billion in assets and helped generate an estimated $8 billion gain from early investments in Seagen. A PhD immunologist and Stanford alumnus, he also serves on boards of key biotech companies and contributes to Stanford’s biosciences initiatives.

Edward Scott “Eddie” Lampert is an American billionaire investor and founder of ESL Investments, established in 1988 after stints at Goldman Sachs and backing from Richard Rainwater. He famously orchestrated the merger of Kmart and Sears in 2005 and led Sears Holdings until 2019, after acquiring it via bankruptcy auction through Transformco. His record has been polarizing—praised for contrarian success at AutoZone and AutoNation, yet widely criticized for Sears’ collapse.