Humphrey Bogart Warner Bros. wanted to cast the then much better known Edward G. Robinson for the film adaptation; however Leslie Howard, who played the protagonist in both the play and the film, insisted on Bogart being given the part. His breakthrough came in 1941 when his performances in "High Sierra" and "The Maltese Falcon" made him a star. His first true romantic lead role came in 1942's "Casablanca", breaking his typecasting as a gangster. He and Lauren Bacall starred together in "To Have and Have Not" (1944). After they married, she also played his love interest in "The Big Sleep" (1946),
Humphrey Bogart trouble with the studios. Bogart once said: "High Sierra", a 1941 film directed by Raoul Walsh, had a screenplay written by Bogart's friend and drinking partner, John Huston, adapted from the novel by W. R. Burnett (writer of the novel "Little Caesar" was based upon). Both Paul Muni and George Raft turned down the lead role, giving Bogart the opportunity to play a character of some depth, although legendary director Walsh initially fought the casting of supporting player Bogart as a leading man, much preferring Raft for the part. The film was Bogart's last major film playing a gangster (only