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Chris ElliottNathanial Mayweather
Ritch BrinkleyCaptain Graybar
James GammonPaps
Brian Doyle-MurraySkunk
Brion JamesBig Teddy
Melora WaltersTrina
I.M. HobsonHeadmaster Timmons
Alex NevilThomasDavid H. SterryLance
Bob ElliottWilliam MayweatherEdward FlotardLimo Driver
Jim CummingsCupcake (voice)
David LettermanOld Salt In Fishing Village
Ann MagnusonCalli
Russ TamblynChocki
Ricki LakeFigurehead
Mike StarrMulligan
Andy RichterKenny
Alfred MolinaSchool Professor (uncredited)
Ralph MoratzFinishing School Groundskeeper (uncredited)Adam ReevesDoorman (uncredited)Tommy WilliamsonFace in the Clouds (uncredited)
