leader of the Recess gang. Rickey D'Shon Collins as Vince LaSalle, T.J.’s athletic best friend. Jason Davis as Mikey Blumberg, an obese boy with an operatic singing voice. Robert Goulet as Mikey's singing voice. This was Goulet's final theatrical film role before his death in 2007. Ashley Johnson as Gretchen Grundler, the intelligent strategist of the gang / Ashley Tomassian, one of the Ashleys. Courtland Mead as Gus Griswald, a timid boy with high military knowledge. Pamela Adlon as Ashley Spinelli, a violent, short-fused tomboy who doesn’t really like her first name because of it being associated with the Ashleys group. Dabney Coleman as Principal Peter Prickly, the principal of Third Street School. Melissa Joan Hart as Becky Detweiler, T.J.’s older sister who later becomes the assistant manager at Floppy Burger. April Winchell as Ms. Muriel Finster, the deputy principal of Third Street School and a professional boxer / Mrs. Detweiler, T.J. and Becky’s mother. James Woods as Dr. Phillium Benedict, Principal Prickly’s former best friend, and the mastermind of the plot to eradicate summer vacation. Peter MacNicol as Professor Fenwick, Dr. Benedict’s second-in-command. Diedrich Bader as Guard #2 Allyce Beasley as Ms. Alordayne Grotke, a teacher at Third Street School, who specializes in martial arts. Gregg Berger as Tech #1 Klee Bragger as Digger Sam Clancy Brown as "Kojak", AKA Bald Guy, Dr. Benedict’s aggressive chief of security, who has an intense dislike for children, especially T.J. Dan Castellaneta as Guard #1 Lane Toran as King Bob Rachel Crane as Ashley Quinlan Elizabeth Daily as Captain Sticky R. Lee Ermey as Col. O'Malley (credited as Lee Ermey) Ron Glass as Dr. Lazenby / Tech #2 Tony Jay as Dr. Rosenthal, the first head scientist, who is punished after the tractor beam malfunctions. Clyde Kusatsu as Mr. Yamashiro Charles Kimbrough as Mort Chalk Tress MacNeille as Lunchlady Irma / Opera Director / Dr. Steinheimer Andrea Martin as Lunchlady Harriet Anndi McAfee as Ashley Armbruster, the leader of the Ashleys group. Mark Robert Myers as Technician Ryan O'Donohue as Digger Dave, one of the two diggers / Randall Weems, the school snitch. Philip Proctor as Golfer #2 / Scientist #2 Patrick Renna as Jordan Kevin Michael Richardson as Cop #2 Jack Riley as Golfer #1 Justin Shenkarow as Soldier Kid / Wrestler Kid Michael Shulman as Hustler Kid Francesca Marie Smith as Ashley Boulet / Swinger Girl / Upside Down Girl