Obba Babatundé

Character: Tony

Charmin Lee White

Character: Mrs. Tony Waters

Terrell Mitchell

Character: Tony's Son

Enoh Essien

Character: Tony's Daughter

Christopher Babers

Character: Young Tony (as Chris Babers)

Jascha Washington

Character: Young Alex

Drew Renkewitz

Character: Prison Guard (as Drew Reukewitz)

Tim DeZarn

Character: Guard Enheim

Hill Harper

Character: Alex

Jennifer Freeman

Character: Young Felicia (as Jennifer Nicole Freeman)

Hugh Dane

Character: Mr. McDonald

Phylicia Rashād

Character: Dr. Coles

Marla Gibbs

Character: Lois Waters

Billy Dee Williams

Character: Henry

Jordan Lund

Character: Photographer

Efrain Figueroa

Character: Parole Board Member Cruz

David Clennon

Character: Parole Board Member Brenner

Talia Shire

Character: Parole Board Member Marilyn

Glynn Turman

Character: Parole Board Member Reingold

Amy Stiller

Character: Parole Board Member Julie

Kirk Acevedo

Character: Prospective Parolee

Rae Dawn Chong

Character: Felicia

Baadja-Lyne Odums

Character: Crack House Woman

Jaime Perry

Character: Drug Dealer

David Roberson

Character: Corrections Officer

Javier Silcock

Character: Lamar

Jacin Guillienne Gayent Dixon

Character: Guest at funeral (uncredited)

J.T. Thibodeau

Character: Prison Guard (uncredited)