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The Most Feared Trial Lawyer In America Who Owned Two Pro Sports Teams

Daily Legal Briefing by Daily Legal Briefing
October 2, 2026
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The Most Feared Trial Lawyer In America Who Owned Two Pro Sports Teams
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(Photo by James Drake/Getty Images)

Ed. Note: Welcome to our daily feature Trivia Question of the Day!

What prominent trial lawyer — the man “a rich man who is scared” called first with a client list that included Senator Joe McCarthy, Teamsters boss Jimmy Hoffa, a Mafia don, a Texas governor, Frank Sinatra, and Hugh Hefner — built his own marquee Washington Biglaw firm, still a litigation heavyweight today?

Hint: And in his spare time, he owned both an NFL franchise (the team from Washington) and a Major League Baseball team (Baltimore Orioles, who won the 1983 World Series on his watch).



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