Sheen began acting in 1974 at the age of nine, appearing in a small role alongside his father in the TV movie The Execution of Private Slovik. Sheen's film career began in 1984 with minor and supporting roles in films such as Red Dawn (1984), Ferris Bueller's Day Off (1986), and his first major role, in Platoon (1986). In 1987, he starred with his father in Wall Street. In 1988, he appeared opposite his brother Emilio Estevez in Young Guns and again in 1990 in Men at Work. Also in 1990, he starred alongside Clint Eastwood in the buddy cop action film The Rookie.

Sheen is perhaps best known for his comedy roles, including the Major League films, Money Talks and the spoof Hot Shots! films. In 1999, Sheen played himself in the comedy Being John Malkovich. He also recently appeared in the spoof series Scary Movie 3 and Scary Movie 4. In 2001 and 2002, Sheen played the lead role in the political television sitcom, Spin City (as Michael J. Fox's replacement on that show). In 2002, he won the Golden Globe Award for "Best Performance by an Actor in a Television Series - Musical or Comedy" for this role. Sheen has been playing the role of Charlie Harper on the sitcom Two and a Half Men, which debuted in 2003. (wikipedia.org)