Don Cheadle

Character: Petey Greene

Chiwetel Ejiofor

Character: Dewey Hughes

Bruce McFee

Character: Prison Sign-In Guard

Mike Epps

Character: Milo Hughes

Peter MacNeill

Character: Warden Cecil Smithers

Adam Gaudreau

Character: Escorting Guard

Taraji P. Henson

Character: Vernell Watson

Cedric the Entertainer

Character: 'Nighthawk' Bob Terry

Martin Sheen

Character: E.G. Sonderling

J. Miles Dale

Character: Program Director

Sean MacMahon

Character: Ronnie Simmons

Richard Chevolleau

Character: Poochie Braxton

Martin Randez

Character: Hadley

Todd Schroeder

Character: Guard Captain

Vondie Curtis-Hall

Character: Sunny Jim Kelsey

Jeff Kassel

Character: WOL P.A.

Alison Sealy-Smith

Character: Freda

Johnie Chase

Character: Bar Patron 1

Eugene Clark

Character: Bar Patron 2

Benz Antoine

Character: Bar Patron 3

Warren Alan Young

Character: Bartender

Elle Downs

Character: Peaches

Ngozi Paul

Character: Susan

Malik McCall

Character: Rioter

Matt Birman

Character: Business Man

Herbert Rawlins

Character: James Brown

Vicky Lambert

Character: Backup Singer #1

Mantee Murphy

Character: Backup Singer #2

Josh McLaughlin

Character: TV News Anchor

Richard Fitzpatrick

Character: Charles Sumner

Damir Andrei

Character: Fred De Cordova

Jim Annan

Character: Tonight Show P.A.

Donald James Malmberg

Character: Johnny Carson

David Lawrence Brown

Character: Jail Guard

Robert J. Tavenor

Character: Engineer

Nadege August

Character: Caller (voice) (uncredited)

Towanda Underdue

Character: Charity Worker (uncredited)