With an initial premise concluded, the members settled on contacting Bolton to make an appearance for the track. The track was written by The Lonely Island during the production process of their second album, Turtleneck & Chain, in the summer of 2010. Bolton ruins the group's song by instead singing choruses about the Pirates of the Caribbean film series and their primary protagonist Captain Jack Sparrow, but also with references to Forrest Gump, Erin Brockovich, Scarface and Jerry Maguire. The plot follows the troupe inviting Bolton to work on a new hip hop track, in which the members rap about meeting at a club and taking women home. The song and music video debuted on Saturday Night Live as an SNL Digital Short on May 7, 2011. "Jack Sparrow" is a song by American comedy troupe The Lonely Island featuring singer-songwriter Michael Bolton.
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