Sleepless is the sixth solo album by Peter Wolf, released in 2002. The album ranked 427 on Rolling Stone's 500 Greatest Albums of All Time. Wolf told The Boston Phoenix in 2002 that he had a "pessimistic sensibility" in his approach to making the album with no great expectations about the album’s commercial viability after watching his previous record "die on the vine" due to his then label (along with several others) being "swallowed up in (a) big corporate conglomerate". He explained that he "made this record figuring, ‘I have a lot of different interests, a lot of different roots, and this is the painting I feel like painting right now.’ And what’s the single? There is no single. I wasn’t thinking of hooks."