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Regan Charles Upshaw (born August 12, 1975 in Berrien Springsmarker, Michiganmarker) is a retired American football lineman who played in the National Football League between 1996 and 2004. He was selected by the Tampa Bay Buccaneers in the first round of the 1996 NFL Draft out of the University of California, Berkeleymarker.

Upshaw was known for his outspoken personality and he proclaimed himself the "Modern Day Gladiator".

In high school, Upshaw played for the Pittsburg Pirates (Pittsburg, Californiamarker), helping defeat the previously undefeated De La Salle in the 1991 NCS championship game played at the Oakland Colesium. The final score was 35-27. This was the last defeat De La Salle suffered before setting a national high school record of 151 continuous victories.Upshaw, who did not play football until his sophomore year at Pittsburg, was a Parade All-America as a senior. He chose the University of California and by his junior year was named All-America.

The Tampa Bay Buccaneers selected him with the 12th pick overall in the 1996 NFL draft. He later played for the New York Giants, Washington Redskins and the Oakland Raiders. According to his family, Upshaw is currently a contractor in the Washington, D.C., area.

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