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"How Do You Sleep?" is the third single from Jesse McCartney's third studio album, Departure. The song was originally included on the album's original 2008 release, although it was remixed by American rapper Ludacris and serviced commercially as the lead single for the album's 2009 reissue, Departure: Recharged in January of that year. "How Do You Sleep?" was written and produced by R&B singer Sean Garrett, and his production partner Clubba Langg.
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