| Role (Episode) | Guest Star | Oscar Nomination |
| Jacques (Life on the Fast Lane) / Brad Goodman (Bart's Inner Child) / Hank Scorpio (You Only Move Twice) | |
| Narrator (Treehouse of Horror) | |
| Mr. Bergstrom (Lisa's Substitute) | |
| Mrs. Glick (Three Men and a Comic Book) | |
| Maggie Simpson (Lisa's First Word) / Herself (Krusty Gets Kancelled) | |
| Herself (Krusty Gets Kancelled) | |
| Himself (Boy-Scoutz n the Hood) | |
| Mindy Simmons (The Last Temptation of Homer) | |
| Himself (Homer and Apu) | |
| Stacy Lovell (Lisa vs. Malibu Stacy) | |
| Allison Taylor (Lisa's Rival) | |
| Jessica Lovejoy (Bart's Girlfriend) | |
| Dr. Zweig (Fear of Flying) | |
| Woody Boyd (Fear of Flying) | |
| Ballet teacher (Homer vs. Patty and Selma) | |
| Himself (Radioactive Man) | |
| Mona Simpson (Mother Simpson) | |
| Chester J. Lampwick (The Day the Violence Died) | |
| Lucius Sweet (The Homer They Fall) | |
| Frank Ormand (The Twisted World of Marge Simpson) | |
| The Commandant (The Secret War of Lisa Simpson) | |
| Renee (Dumbbell Indemnity) | |
| Captain Tenille (Simpson Tide) | |
| Himself (When You Dish Upon a Star) / Caleb Thorn (Bonfire of the Manatees) | |
| Herself (When You Dish Upon a Star) | |
| Himself (When You Dish Upon a Star / Hello Gutter, Hello Fadder) | |
| Himself (Beyond Blunderdome) | |
| Jim Hope (Grift of the Magi) | |
| Brother Faith (Faith Off) | |
| Devon Bradley (The Great Money Caper) | |