An Oscar-winning writer in a slump leaves Hollywood to teach screenwriting at a college on the East Coast, where he falls for a single mom taking classes there.
| Actor | Role |
|---|---|
 Hugh GrantKeith Michaels | Keith Michaels |
 Marisa TomeiHolly Carpenter | Holly Carpenter |
 Bella HeathcoteKaren Gabney | Karen Gabney |
 J.K. SimmonsHal Lerner | Hal Lerner |
 Chris ElliottJim Harper | Jim Harper |
 Allison JanneyProfessor Weldon | Professor Weldon |
| WWhit BaldwinDoug | Doug |
 Vanessa WascheRona | Rona |
 Enid GrahamTrina | Trina |
 Shannon Marie SullivanSue | Sue |
 Jason AntoonGreg Nathan | Greg Nathan |
| JJenny NealeJenny Glick | Jenny Glick |
 Caroline AaronEllen | Ellen |
 Billy GriffithTSA Agent | TSA Agent |
 Kevin Michael KennedyTSA Officer Kevin | TSA Officer Kevin |
| AAli MerhiTSA Agent Ali | TSA Agent Ali |
| LLily WenJudy | Judy |
 Olivia LuccardiChloe | Chloe |
 John DeyleFred Security Guard | Fred Security Guard |
 Mark NelsonJosh | Josh |
 Bruce SabathPaul | Paul |
 Karen PittmanNaomi | Naomi |
 Veanne CoxClara Foss | Clara Foss |
 Maggie GehaFlo | Flo |
 Damaris LewisMaya | Maya |
| LLauren MacklinRachel Anslow | Rachel Anslow |
| NNicole PatrickJessica | Jessica |
| EEmily MordenAndrea Stein-Rosen | Andrea Stein-Rosen |
 Annie Q. RiegelSara Liu | Sara Liu |
 Aja Naomi KingRosa Tejeda | Rosa Tejeda |