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Don Cheadle - Petey Greene, Chiwetel Ejiofor - Dewey Hughes, Bruce McFee - Prison Sign-In Guard, Mike Epps - Milo Hughes, Peter MacNeill - Warden Cecil Smithers, Adam Gaudreau - Escorting Guard, Taraji P. Henson - Vernell Watson, Cedric the Entertainer - 'Nighthawk' Bob Terry, Martin Sheen - E.G. Sonderling, J. Miles Dale - Program Director, Sean MacMahon - Ronnie Simmons, Richard Chevolleau - Poochie Braxton, Martin Randez - Hadley, Todd Schroeder - Guard Captain (as Todd William Schroeder) , Vondie Curtis-Hall - Sunny Jim Kelsey (as Vondie Curtis Hall)