"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.

After the original soundtrack version was recorded, Michael Jackson and Quincy Jones went back into the studio and re-recorded the track. It was the re-recording that was released in January 1979 as the second single from The Wiz: Original Motion Picture Soundtrack, following the release of "Ease On Down the Road" in 1978, and was Michael's first solo chart single on Epic Records. The 7-inch version split the song in half, with "Part 1" as the A-side and "Part 2" as the B-side; the full-length version was released as a 12-inch single and later was included on The Ultimate Collection in 2004.

The single only charted in the United States, where it reached number 81 on the Billboard Hot 100 and number 42 on the R&B singles chart. Since its release, the song has been well received by music critics. The song has been performed by contemporary singers such as Jill Scott and Charles Grigsby.

In 1982 "Part 2" of "You Can't Win," in which Michael Jackson repeatedly sings the line "Can't get outta the game," was vocally overdubbed, and the resulting track was titled "Can't Get Outta the Rain"; it became the B-side of "The Girl Is Mine," the first single from Jackson's landmark album Thriller. Despite "Can't Get Outta the Rain" being melodically identical to "You Can't Win," as well as lyrically identical except for the word "rain," Jackson and Quincy Jones are credited as the song's composers, not Charlie Smalls.

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