"You Can't Win" is an R&B, pop and soul song written by Charlie Smalls and performed by American recording artist Michael Jackson, who played Scarecrow in the 1978 musical film The Wiz, an urbanized retelling of L. Frank Baum's The Wonderful Wizard of Oz. The movie featured an entirely African American cast and was based on the 1975 Broadway musical The Wiz.

The Wiz is a 1978 American musical fantasy adventure film directed by Sidney Lumet. Adapted from the 1974 Broadway musical of the same name, the film reimagines the classic 1900 children's novel The Wonderful Wizard of Oz by L. Frank Baum with an African-American cast. Dorothy, a 24-year old teacher from Harlem, finds herself magically transported to the urban fantasy Land of Oz. On her travels seeking help from the mysterious Wiz, Dorothy befriends a Scarecrow, a Tin Man, and a Cowardly Lion.