A Pirate Looks at Forty (Jimmy Buffett cover)

Song written and performed by American popular music singer-songwriter Jimmy Buffett. It was first released on his 1974 album A1A and "Presents to Send You" is the B-side of the single.

Buffett wrote the song about Phillip Clark, at the Chart Room where Buffett first performed after his move to Key West, Florida. The song contains the bittersweet confession of a modern-day, washed-up drug smuggler as he looks back on the first 40 years of his life, expresses lament that his preferred vocation of piracy on the high seas was long gone by the time he was born, and ponders his future.