Charlie Sheen, the son of Martin Sheen and brother of Emilio Estevez, was one of the original “guys” on Two and a Half Men, playing Charlie Harper opposite his on-screen brother Jon Cryer for the first eight seasons of the CBS sitcom. Season 8 was canceled in 2011 amid Sheen’s struggles with addiction.
He famously clashed with executive producer Chuck Lorre in the press and on social media, resulting in his exit from the series (and the coining of terms like “triumph” and “tiger’s blood”). His character was killed off and later played as a ghost by Kathy Bates.
After leaving Two and a Half Men, Sheen booked the television version of Anger Management, which aired from 2012 to 2014. Since then, he has appeared on screen in The Goldbergs, Scary Movie 5, Machete Kills, and 9/11.
In 2023, the actor (who announced he was HIV-positive in 2015) made a cameo appearance as himself in Lorre’s Max series Bookies. He released a memoir, The Book of Sheen, and a two-part documentary, also known as Charlie Sheen, in 2025.
Sheen revealed he was HIV positive in 2015, but has been sober since late 2017. He has sons Bob and Max Sheen with ex-wife Brooke Mueller, daughters Sami Sheen and Laura Sheen with ex-wife Denise Richards, and daughter Cassandra Estevez from a previous relationship.
