cast
-
Chris Elliott
Nathanial Mayweather
-
Ritch Brinkley
Captain Graybar
-
James Gammon
Paps
-
Brian Doyle-Murray
Skunk
-
Brion James
Big Teddy
-
Melora Walters
Trina
-
I.M. Hobson
Headmaster Timmons
-
Alex Nevil
Thomas
- David H. Sterry Lance
-
Bob Elliott
William Mayweather
- Edward Flotard Limo Driver
-
Jim Cummings
Cupcake (voice)
-
David Letterman
Old Salt In Fishing Village
-
Ann Magnuson
Calli
-
Russ Tamblyn
Chocki
-
Ricki Lake
Figurehead
-
Mike Starr
Mulligan
-
Andy Richter
Kenny
-
Alfred Molina
School Professor (uncredited)
-
Ralph Moratz
Finishing School Groundskeeper (uncredited)
- Adam Reeves Doorman (uncredited)
- Tommy Williamson Face in the Clouds (uncredited)