Trivia

Michael Keaton reprised his role as Ray Nicolette in a small cameo. He originally played him in another Elmore Leonard novel-adapted film, Jackie Brown (1997).

Listed as one of George Clooney's favorite films on his resumé. He said, "It was the first time where I had a say, and it was the first good screenplay I'd read where I just went 'That's it.' Even though it didn't do very well box-office wise, we sort of tanked again, it was a really good film."

During their DVD commentary, Steven Soderbergh and screenwriter Scott Frank reveal that the cast members ad-libbed several memorable lines in the script. Don Cheadle wrote the line, "in a situation like this, there's a high potentiality for the common motherfucker to bitch out."

The mug shot of Jack Foley ( George Clooney ) (about which Karen (Jennifer Lopez) says, "He doesn't even look like that") is the mug shot of Clooney's character Seth Gecko from From Dusk Till Dawn (1996). Along with the Ray Nicolette character, this is the film's second reference to films by Quentin Tarantino.

The character of Jack Foley appealed to George Clooney, because as a boy, his heroes in crime films were always the bank robbers. He liked "the Cagneys and the Bogarts and Steve McQueen. The guys who were kind of bad who you rooted for, and when I read this, I thought this guy is robbing a bank, but you really want him to get away with it."