“- Jessie: You sell little fucking cars, that's what you do.
- Frank: I wear $150 slacks, I wear silk shirts, I wear $800 suits, I wear a gold watch, I wear a perfect, D-flawless three carat ring. I change cars like other guys change their fucking shoes. I'm a thief. I've been in prison, all right?”
Tuesday Weld - Jessie
James Caan - Frank

“You are a convicted inmate on death row. What five albums would you pick?”
Ray Liotta - Ryan Weaver

“You gotta make a choice: when to do something, and when to let it go. When it matters, and when it doesn't. Bide your time. That's what prison teaches you, if nothing else. Bide your time, and everything becomes clear, and you can act accordingly.”
Terence Stamp - Wilson

“This is what you should be thinking about: Who you are... in this moment of time... and who you want to be. You get one life. You decide how you're gonna spend it. Fortunately... there is no better place for self-reflection... than detention.”
Marc Evan Jackson - Principal Bentley

“- Buddy Bragg: You think there's a Hell?
- Jack Foley: Yeah, it's called the Glades Correctional Institute. I'm sure as shit not going back there, or anyplace like it.
- Buddy Bragg: Oh, they put a gun on you, you'll go.
- Jack Foley: They put a gun on you, you still have a choice.”
Ving Rhames - Buddy Bragg
George Clooney - Jack Foley