The Rat Pack — originally a social group surrounding Humphrey Bogart — became a show business sensation in the early 1960s, appearing at the Sands Hotel in Las Vegas in shows that combined music and comedy in a seemingly chaotic manner.

Reviewers often claimed that Bishop played a minor role, but Sinatra knew otherwise. He termed the comedian "the Hub of the Big Wheel," with Bishop coming up with some of the best one-liners and beginning many jokes with his favorite phrase, "Son of a gun!"