Dave Portnoy Just Dropped $27.75 Million On A Waterfront Compound in Islamorada, A Record for Florida Keys

Dave Portnoy's real estate portfolio just got bigger, as the Barstool Sports founder has purchased a $27.75 million property ...

Dave Portnoy sold Barstool Sports for $551 million — then bought it back for $1. Here’s how it went down and what you can learn to get rich

Shortly after selling his sports media company Barstool Sports to Penn Entertainment for $551 million in 2023, founder Dave Portnoy turned around and repurchased 100% of the company for just $1, ...

Is Portnoy the Spartacus that horseplayers need in the war against CAWs?

Like Washington crossing the Delaware, William Wallace at the Battle of Stirling Bridge, and Herb Brooks taking on the ...

Barstool Sports’ Dave Portnoy Pays Record-Breaking Sum for Florida Keys Mansion (Exclusive)

Dave Portnoy, the founder of Barstool Sports, has paid a record $27.7 million for a waterfront home in Islamorada, Florida, ...