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CBS via Getty Images, David M. Benett/Dave Benett/Getty Images
The son of Martin Sheen, Charlie's brief but memorable turn as Garth Volbeck was one of his first acting roles, kicking off a string of hit movie including Platoon, The Rookie, Major League and Wall Street, in which he starred opposite his father.
After replacing Michael J. Fox on Spin City in 2000, Sheen won a Golden Globe for his work on the sitcom. And in 2003, Sheen began his eight-year run on the CBS hit comedy Two and a Half Men, starring in 177 episodes and earning four Emmy nominations.
Sheen was famously fired from the show in 2011 after an infamous string of rants and interviews in which he publicly insulted its creator Chuck Lorre. Prior to his exit, production was suspended temporarily after the actor began undergoing treatment for drug addiction following a relapse. In 2015, Sheen publicly revealed that he is HIV positive.
He'd later go on to star in FX's Anger Management from 2012 to 2014 and appear on the big screen in Scary Movie 4 and 5 and Machete Kills.
The 55-year-old has been married three times—to Donna Peele (1995-96), Denise Richards (2002-06) and Brooke Mueller (2008-11)—and has five children and one grandchild.