Obba Babatundé

Tony

Charmin Lee White

Mrs. Tony Waters

Terrell Mitchell

Tony's Son

Enoh Essien

Tony's Daughter

Christopher Babers

Young Tony (as Chris Babers)

Jascha Washington

Young Alex

Drew Renkewitz

Prison Guard (as Drew Reukewitz)

Tim DeZarn

Guard Enheim

Hill Harper

Alex

Jennifer Freeman

Young Felicia (as Jennifer Nicole Freeman)

Hugh Dane

Mr. McDonald

Phylicia Rashād

Dr. Coles

Marla Gibbs

Lois Waters

Billy Dee Williams

Henry

Jordan Lund

Photographer

Efrain Figueroa

Parole Board Member Cruz

David Clennon

Parole Board Member Brenner

Talia Shire

Parole Board Member Marilyn

Glynn Turman

Parole Board Member Reingold

Amy Stiller

Parole Board Member Julie

Kirk Acevedo

Prospective Parolee

Rae Dawn Chong

Felicia

Baadja-Lyne Odums

Crack House Woman

Jaime Perry

Drug Dealer

David Roberson

Corrections Officer

Javier Silcock

Lamar

Jacin Guillienne Gayent Dixon

Guest at funeral (uncredited)

J.T. Thibodeau

Prison Guard (uncredited)