Swing When You're Winning is a swing cover album by English singer-songwriter Robbie Williams.
After the success of his third studio album, Sing When You're Winning, Williams wanted to take another musical direction. He took two weeks off his tour to record what would be his fourth studio album, an album he described as the "big band album he had always dreamed of making." The album was released in November 2001. Consisting mainly of pop standard covers common to the Great American Songbook, the album counts as Williams' fourth studio album. Aside from the title, the album is not directly associated with Williams' previous album, Sing When You're Winning. Born from his lifelong love for Frank Sinatra, combined with the success of the track "Have You Met Miss Jones?" that he recorded for the film "Bridget Jones's Diary" in early 2001, the album was recorded at the Capitol Studios in Los Angeles, California, and was symbolically released under the Capitol label. The album features duets with actors Rupert Everett, Nicole Kidman, Jon Lovitz and Jane Horrocks, as well as a special guest performance from Robbie's friend and former flatmate Jonathan Wilkes. Surprisingly the album features a duet with Frank Sinatra on the song "It Was a Very Good Year", in which Williams sings the first two verses, and a recording of Sinatra is used for the vocals on the third and fourth verses. Williams explains this came about after one of his session musicians played his vocals to Sinatra's family. This musician was purportedly a good friend of the family, and played with Sinatra on the original release of "It Was a Very Good Year". Another surprising guest musician is pianist Bill Miller who accompanies Williams on "One For My Baby". Miller played on many of Sinatra's tours and recordings, among them, the original 1954 soundtrack recording of "One For My Baby" and the 1958 Capitol studio recording. Additionally, backing musicians for portions of the album include the London Session Orchestra. The album's lead song, "I Will Talk and Hollywood Will Listen", is the only original song on the album. Additionally, Williams' recording of "Beyond The Sea" featured in the 2003 animated motion picture Finding Nemo.