Tom Everett Scott

Josh

Mark-Paul Gosselaar

Cooper

Poppy Montgomery

Rachel

Lochlyn Munro

Cliff

Alyson Hannigan

Lucy

Randy Pearlstein

Buckley

Corey Page

Matt

Jason Segel

Kyle

Linda Cardellini

Kelly

Mari Morrow

Kristin

Mark Carapezza

Hank

Jeff Tarpley

Jerry

Aeryk Egan

Pickle

Judyann Elder

Guidance Counselor

Dave Ruby

Zeke

Wynn Irwin

Sonny

John Aprea

Mr. Frederickson

Michael O'Hagan

Chemistry Professor

Nancy Linehan Charles

Anatomy Professor

Shelley Malil

Biology Professor

Ann Fairlie

Mrs. Boison

Paul Collins

Professor Durkheim

Johnny Dark

Henry The Drunk

Daniel Villarreal

Roberto

Annie O'Donnell

Merrilee

P.J. Ochlan

Boy Bookworm

Michael Rivkin

'Shhh'-ing Student

Peter James Smith

Calculus Seatmate

Kurt Loder

Self

Mary Stein

Irritated Woman

Brian Howe

Frank

Patrick Thomas O'Brien

Priest

Rueben Grundy

Guy

Steve Mackall

TV Show Host

Cory Oliver

Pam

Zoaunne LeRoy

Cafeteria Worker

Kenn Michael

Luke

Tracey Stone

Girl Groupie

Jon Barton

Boyfriend (uncredited)