| Sketch | Annie |
| Jason Sudeikis | ... | Ricky |
| Aidy Bryant | ... | Ms. May |
| Mikey Day | ... | Mr. Warbucks |
| Chloe Fineman | ... | Ms. Cobb |
| Heidi Gardner | ... | Ms. Finn |
| Alex Moffat | ... | Chef Pat |
| Ego Nwodim | ... | Ms. Fink |
| Cecily Strong | ... | Grace Farrell |
| Melissa Villaseñor | ... | Annie |
| Steve Higgins | ... | announcer Voice |
| Garrett Hawe | ... | servant |
| Valton Jackson | ... | servant |
| Nina Lafarga | ... | servant |
| Amanda LaMotte | ... | servant |