Veteran comedy writer Charlie Berns, who is slowly but surely losing his grip on reality, befriends a talented young New York street singer Emma Payge. Together, they form an unlikely yet hilarious and touching friendship that kicks the generation gap aside and redefines the meaning of love and trust.
| Actor | Role |
|---|---|
 Billy CrystalCharlie Burnz | Charlie Burnz |
 Tiffany HaddishEmma Payge | Emma Payge |
 Penn BadgleyRex | Rex |
 Laura BenantiFrancine | Francine |
 Louisa KrauseCarrie | Carrie |
 Dierdre FrielMarge | Marge |
 Alex BrightmanJustin | Justin |
 Matthew BroussardRoger | Roger |
 Max Gordon MooreBrad | Brad |
 Susan PourfarPaula | Paula |
 Gianmarco SoresiLenny | Lenny |
 Sarah StilesSarah | Sarah |
 Joanna AdlerDirector | Director |
 Justin LinvilleWallace | Wallace |
 Brandon UranowitzGary | Gary |
 Sharon StoneSelf | Self |
 Kevin KlineSelf | Self |
 Barry LevinsonSelf | Self |
 Anna Deavere SmithDr. Vidor | Dr. Vidor |
 Nyambi NyambiDwayne St. John | Dwayne St. John |
 Bob CostasBob Costas | Bob Costas |
| AAudrey HsiehLindsay | Lindsay |
 Andrew DurandDarrell | Darrell |
 Tony NaumovskiIgor | Igor |
| JJosh LamonPharmacist | Pharmacist |
| DDrew LevyYoung Rex | Young Rex |
 Shiloh VerricoYoung Francine | Young Francine |
 Zuhdi BoueriWaiter | Waiter |
| CCharlie RosenBass Player | Bass Player |
 Itzhak PerlmanHimself | Himself |