"Win Some Lose Some" is a song by English recording artist Robbie Williams. It was released in New Zealand on 13 March 2000 as the fifth and last single from his second studio album I've Been Expecting You (1998). The song became another top ten hit for Williams in New Zealand; peaking at number seven, it spent four weeks inside the top ten and 21 weeks overall on the chart. The song was included on the New Zealand version of Williams' Greatest Hits album due to its popularity there.