| Sketch | Career Day |
| J.K. Simmons | ... | Mr. Runyon |
| Aidy Bryant | ... | student |
| Taran Killam | ... | Mr. Nakamoto Voice |
| Bobby Moynihan | ... | parent |
| Cecily Strong | ... | teacher |
| Pete Davidson | ... | Jake Runyon |
| Leslie Jones | ... | Mrs. Riley |
| Kyle Mooney | ... | student |
| Sasheer Zamata | ... | Rachel Riley |