High Quality Content by WIKIPEDIA articles! "Gambler" is a song by American singer-songwriter Madonna. It was the second single released from the soundtrack album of the motion picture Vision Quest, and was released on October 3, 1985, by Geffen Records. Remaining as the last self-written single by Madonna, "Gambler" was produced by John "Jellybean" Benitez at Madonna`s request. It was later included in the soundtrack of the film. "Gambler" was never released in the United States, at the request of Madonna`s own Sire Records. The music video of the song is an excerpt from the film itself.