 Olympia DukakisEmily (Segment 6) | Emily (Segment 6) |
 Louis ZorichTim (Segment 6) | Tim (Segment 6) |
 Adam RosePosnick (Segment 1) | Posnick (Segment 1) |
 Luke Brandon FieldLerner (Segment 1) | Lerner (Segment 1) |
 Thomas MannTim (Segment 1) | Tim (Segment 1) |
 Zosia MametEmily (Segment 1) | Emily (Segment 1) |
 Jeremy JordanPhayer (Segment 1) | Phayer (Segment 1) |
 Alexis BledelEmily (Segment 2) | Emily (Segment 2) |
 Cara BuonoEmily (Segment 3) | Emily (Segment 3) |
 Kal PennTim (Segment 2) | Tim (Segment 2) |
 Andre BraugherTim (Segment 5) | Tim (Segment 5) |
 Phylicia RashādEmily (Segment 5) | Emily (Segment 5) |
 Kathleen TurnerNarrator | Narrator |
 Drena De NiroSheilda Posnick (Segment 4) | Sheilda Posnick (Segment 4) |
 Dana EskelsonSarah (Segment 4) | Sarah (Segment 4) |
 Dre DavisJo Ann (Segment 1) | Jo Ann (Segment 1) |
 Dominic FumusaTim (Segment 3) | Tim (Segment 3) |
 Adepero OduyeMeg (Segment 5) | Meg (Segment 5) |
 Jennifer DamianoHelayne Specter | Helayne Specter |
 Alexis MolnarMeg Hanratty (segment 'Betrayal') | Meg Hanratty (segment 'Betrayal') |
 Gary MilnerRaymond Phayer (segment 'Betrayal') | Raymond Phayer (segment 'Betrayal') |
 Julia K. MurneySarah Lerner (segment 'Betrayal') | Sarah Lerner (segment 'Betrayal') |
 Malcolm GetsEmile Hanratty (segment 'Healing') | Emile Hanratty (segment 'Healing') |
 David PittuTim Hanratty (segment 'Healing') | Tim Hanratty (segment 'Healing') |
 Richard Joseph PaulRaymond Phayer (segment 'Healing') | Raymond Phayer (segment 'Healing') |
 Zainab JahHelayne Specter (segment 'Healing') | Helayne Specter (segment 'Healing') |
 Alok TewariJon Posnick (segment 'Healing') | Jon Posnick (segment 'Healing') |
 Jenny BaconAthena Lerner (segment 'Healing') | Athena Lerner (segment 'Healing') |
 Edan AlexanderRiley Phayer (segment 'Acceptance') | Riley Phayer (segment 'Acceptance') |
| JJasmine RushStudent (uncredited) | Student (uncredited) |
