 Obba BabatundéTony | Tony |
| CCharmin Lee WhiteMrs. Tony Waters | Mrs. Tony Waters |
| TTerrell MitchellTony's Son | Tony's Son |
| EEnoh EssienTony's Daughter | Tony's Daughter |
| CChristopher BabersYoung Tony (as Chris Babers) | Young Tony (as Chris Babers) |
 Jascha WashingtonYoung Alex | Young Alex |
| DDrew RenkewitzPrison Guard (as Drew Reukewitz) | Prison Guard (as Drew Reukewitz) |
 Tim DeZarnGuard Enheim | Guard Enheim |
 Hill HarperAlex | Alex |
 Jennifer FreemanYoung Felicia (as Jennifer Nicole Freeman) | Young Felicia (as Jennifer Nicole Freeman) |
 Hugh DaneMr. McDonald | Mr. McDonald |
 Phylicia RashādDr. Coles | Dr. Coles |
 Marla GibbsLois Waters | Lois Waters |
 Billy Dee WilliamsHenry | Henry |
 Jordan LundPhotographer | Photographer |
 Efrain FigueroaParole Board Member Cruz | Parole Board Member Cruz |
 David ClennonParole Board Member Brenner | Parole Board Member Brenner |
 Talia ShireParole Board Member Marilyn | Parole Board Member Marilyn |
 Glynn TurmanParole Board Member Reingold | Parole Board Member Reingold |
 Amy StillerParole Board Member Julie | Parole Board Member Julie |
 Kirk AcevedoProspective Parolee | Prospective Parolee |
 Rae Dawn ChongFelicia | Felicia |
 Baadja-Lyne OdumsCrack House Woman | Crack House Woman |
 Jaime PerryDrug Dealer | Drug Dealer |
 David RobersonCorrections Officer | Corrections Officer |
| JJavier SilcockLamar | Lamar |
| JJacin Guillienne Gayent DixonGuest at funeral (uncredited) | Guest at funeral (uncredited) |
| JJ.T. ThibodeauPrison Guard (uncredited) | Prison Guard (uncredited) |
