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Jay Sugarman

Chief Executive Officer & Chairman, Safehold

Search every verified Jay Sugarman interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Jay Sugarman, chairman and CEO of Safehold and principal owner of the Philadelphia Union, discussed his career and approach to decision-making on the "Planning Perspectives" podcast in April 2026. He described founding the real estate company Starwood in the late 1980s as a contrarian move, saying he and his partner saw opportunity when real estate was "finally hated enough." He said he aimed to modernize real estate finance by applying corporate-world methods, similar to his current work with ground leases. Sugarman also explained his investment in the Philadelphia Union, stating that during the 2000s internet boom he believed soccer would grow in the U.S. as the world's sport. He said the club chose to focus on youth development, style of play, and innovation rather than trying to outspend larger ownership groups in the Eastern Conference.

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