Madonna has famously performed "Gambler" live only once during her career, specifically on The Virgin Tour in 1985.

Despite the lack of a U.S. release, the track was a major international success in 1985: Peaked at #4 on the UK Singles Chart. Italy: Reached #3 . Australia: Reached #10 .

Critics have described the song as an "ultra-infectious gem" and a "sassily self-written soundtrack slice" featuring an energetic, synth-heavy new wave sound.

It was the second single released from the Vision Quest soundtrack, following the massive success of the ballad "Crazy for You" .