Swing When You're Winning is a swing cover album by English singer-songwriter Robbie Williams, and his fourth studio album overall. It was released in the United Kingdom on 19 November 2001 and peaked at number one on the UK Albums Chart.
The album's title is a play on Williams' previous album Sing When You're Winning. In 2013, Williams returned to swing for his tenth studio album Swings Both Ways. Unlike Swing When You're Winning, however, the sequel is nearly evenly divided between covers and original songs penned by Williams and Guy Chambers.
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 CapitolStudios 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 who died in 1998, on the song "It Was a Very Good Year", in which the instrumental backing track is sampled from the original Sinatra recording, the first two verses are sung by Williams, and, for the third and fourth verses, Sinatra's original vocal track is used. 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.
When the album was released in late 2001, it became an instant #1 hit in the United Kingdom, spending six consecutive weeks at #1. In Ireland, New Zealand, Austria, Germany and Switzerland, it reached the top 10, going on to sell over two million copies by the end of 2001 in the United Kingdom and over seven million copies worldwide. The album spent 57 weeks on the UK Albums Chart, certified 7× Platinum, and became the 49th best-selling album of all-time in the UK. In Germany, the album has become Williams' best-selling album there, selling more than 1,500,000 copies being certified 5× Platinum. The album debuted at #1 and stayed there for nine non-consecutive weeks. It managed to stay 83 weeks on the German Albums Chart, nineteen weeks of those in the top 10. Thanks to its success, it became the fourth best-selling album of the decade in Germany.
"Somethin' Stupid", a duet with Nicole Kidman, was released as the album's first single. A cover of Frank and Nancy Sinatra, the song became Williams' fifth number 1 in the United Kingdom, selling almost 100,000 copies in the week of release, as well as hitting the top spot in Argentina, New Zealand, Latvia and scoring top ten placings all over Europe. It became one of the biggest hits of 2001, selling over 200,000 copies in the UK alone after spending three weeks at the top of the charts, being certified Silver in January 2002.
A live performance of the album from The Royal Albert Hall was released on DVD in December 2001. It has become one of the best selling music DVDs of all time in Europe, being certified 6× Platinum in the United Kingdom alone and 2× Platinum in Germany. The performance includes renditions of nearly all of the songs from the album, with guest appearances from Jonathan Wilkes, Jon Lovitz, and Jane Horrocks, as well as a live version of Robbie's 'duet' with Frank Sinatra. Rupert Everett emceed, and Nicole Kidman attended the show, but neither performed their duets featured on the album. Thus, "They Can't Take That Away from Me" and "Somethin' Supid" were the only songs from the album which were not performed live. Additionally, there were three songs performed live which did not appear on the album: "The Lady Is a Tramp", which featured as a B-side to "Mr. Bojangles", and "Let's Face the Music and Dance" and "My Way", which features as B-sides to "Somethin' Stupid".
On the occasion of the European premiere of the Disney movie Finding Nemo in November 2003 in Berlin, Williams, accompanied by a youth orchestra, gave a live performance of several songs of the album in the subway station "Bundestag" (which at that time was only structurally completed) in front of a few hundred invited premiere guests.