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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 Vondie Curtis-Hall Sunny Jim Kelsey Jeff Kassel WOL P.A. Alison Sealy-Smith Freda Johnie Chase Bar Patron 1 Eugene Clark Bar Patron 2 Benz Antoine Bar Patron 3 Warren Alan Young Bartender Elle Downs Peaches Ngozi Paul Susan Malik McCall Rioter Matt Birman Business Man Herbert Rawlins James Brown Vicky Lambert Backup Singer #1 Mantee Murphy Backup Singer #2 Josh McLaughlin TV News Anchor Richard Fitzpatrick Charles Sumner Damir Andrei Fred De Cordova Jim Annan Tonight Show P.A. Donald James Malmberg Johnny Carson David Lawrence Brown Jail Guard Robert J. Tavenor Engineer Nadege August Caller (voice) (uncredited) Towanda Underdue Charity Worker (uncredited)