Charlie Sheen

Two and a Half Men starred Charlie Sheen as a carefree, California playboy living it up on the beaches of Malibu. Playing Charlie Harper, the actor appeared in eight seasons before being written out of the show, after Sheen got in a public feud with producer Chuck Lorre.

The actor was reportedly incredibly difficult and unprofessional onset, often showing up intoxicated. Sheen nevertheless continues to see huge residuals in the tens of millions, year after year.