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With his outsized personality and ferocious punches, Mike Tyson cast a commanding shadow over boxing in the 1980s and '90s. Even when "Iron Mike" was in prison, the heavyweight division belonged to him. Meanwhile, like Ahab patiently waiting to reel in his giant whale, Evander Holyfield endured years of delay for the opportunity to take down Tyson. Though Holyfield captured the heavyweight title when he knocked out Buster Douglas, the prevailing view of the mild-mannered Holyfield was that he was a journeyman -- the heavyweight champion but never a truly great one. Though Holyfield dramatically lost and recaptured the heavyweight crown, and then lost it again, even he understood that his career would ultimately be defined by how he stood up to Tyson -- if he ever got his chance. By the time of their much-hyped and oft-delayed heavyweight title bout in November of 1996, Holyfield was 34 and considered past his prime. Four years younger, Tyson was heavily favored to be standing over another meek and easily vanquished opponent at the end. Instead, we got two of the sport's most memorable fights -- but for very different reasons.
- Stars: Angelo Dundee , Antonio Davis , Barry Switzer , Bernie Kosar , Bill Clinton , Bill Gallo , Bill Plaschke , Bill Simmons , Bo Jackson , Bob Costas , Bob Ryan , Brent Musburger , Brian Bosworth , Bruce McNall , Bryan Burwell , Charley Steiner , Chris Berman , Chuck D. , Clyde Drexler , Connie Chung , Craig James , Curt Schilling , Dale Hansen , Dan Le Batard , Dan Patrick , Dan Rather , David Stern , Dennis Rodman , Dick Vitale , Donald Trump , Ed Bradley , Fred Akers , Howard Cosell , Howie Long , Hubert Davis , Ice Cube , Jack McCallum , Jalen Rose , Jane Pauley , Jay Bilas , Joe Dumars , Joe Theismann , John Singleton , John Starks , Johnny Dawkins , June Jones , Keith Jackson , Keith Olbermann , Kenny Anderson , Kevin Blackistone , Larry Bird , Larry Brown , Larry King , Leon Searcy , Lou Holtz , Lou Piniella , Magic Johnson , Maria Shriver , Mark Heisler , Mark Messier , Marv Albert , Michael Eric Dyson , Michael Jordan , Michael Wilbon , Mike Krzyzewski , Mike Tirico , Mike Tyson , Pat Riley , Patrick Ewing , Pedro Martinez , Pete Rozelle , Ray Van Ness III , Roy Williams , Rudy Giuliani , Sal Marchiano , Sam Smith , Sidney Lowe , Skip Bayless , Snoop Dogg , Spike Lee , Terry Francona , Tom Brokaw , Vin Scully , Wayne Gretzky