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- Homer as Mr. Harman
- Grandpa Abe as Mr. Rumbold
- Barney Gumble as Mr. Grainger
- Principal Skinner as Captain Peacock
- Bart as Mr. Lucas
- Lenny as Mr. Humphries
- Maggie as Mr. Rumbold's Secretary
- Mr. Burns as Mr. Mash
- Lisa as Miss Ainsworth
- Edna Krabappel as Mrs. Slocomb
- Marge as Miss Brahms