Jack

Ben Affleck

Rob

Sam Rockwell

Joanie

Megan Ward

Dennis

French Stewart

Jack's Dad

Spalding Gray

Slosh

Vien Hong

Mickey

Vinnie DeRamus

Dina

Kristin Bauer van Straten

Dina

Kristin Bauer

Chelsea

Alyssa Milano

Luther

John Rhys-Davies

Stew

Lance Wilson-White

Joanie's Mom

Mary Woronov

Doc

Tegan West

Rental Truck Guy

Matthew McConaughey

Flunky

Sean Whalen

Graduation Woman

Christine Klotz

Crazy

Chris Slater

Crazy

Christopher Slater

Jack's Mom

Elizabeth Ruscio

Doug

Brendan Fraser

Theresa

Leah Remini

The Bus Driver

Jay Lacopo

Dina's Boyfriend

Michael Stephen Ferrari

Chancellor Bob

Bob Libman

Wise Guy on Cliff No. 1

Matthew Hennesey

Edgar Pudwhacker

Matt Damon

Wise Guy on Cliff No. 2

Soren Ray

The Comic Strip Groupie

Meredith Salenger

Young Guy No. 1

Jacobi Wynne

Young Guy No. 2

Shane Matthews

Young Guy No. 3

Dan Ryan

Abusive Fisherman

Alfred Sole

Kitty Courbois

Josse De Pauw

Edwin de Vries

Camilla Siegertsz

Bart Slegers