Characters played by Ben Affleck
Jack
Characters played by Sam Rockwell
Rob
Characters played by Megan Ward
Joanie
Characters played by French Stewart
Dennis
Characters played by Vien Hong
Slosh
Characters played by Vinnie DeRamus
Mickey
Characters played by Kristin Bauer van Straten
Dina
Characters played by Alyssa Milano
Chelsea
Characters played by John Rhys-Davies
Luther
Characters played by Lance Wilson-White
Stew
Characters played by Mary Woronov
Joanie's Mom
Characters played by Tegan West
Doc
Characters played by Matthew McConaughey
Rental Truck Guy
Characters played by Sean Whalen
Flunky
Characters played by Christine Klotz
Graduation Woman
Characters played by Chris Slater
Crazy
Characters played by Elizabeth Ruscio
Jack's Mom
Characters played by Spalding Gray
Jack's Dad
Characters played by Brendan Fraser
Doug
Characters played by Leah Remini
Theresa
Characters played by Jay Lacopo
The Bus Driver
Characters played by Bob Libman
Chancellor Bob
Characters played by Matthew Hennessey
Wise Guy on Cliff #1
Characters played by Soren Rey
Wise Guy on Cliff #2
Characters played by Michael Stephen Ferrari
Dina's Boyfriend
Characters played by Matt Damon
Edgar Pudwhacker
Characters played by Jacobi Wynne
Young Guy #1
Characters played by Shane Matthews
Young Guy #2
Characters played by Dan Ryan
Young Guy #3
Characters played by Alfred Sole
Abusive Fisherman
Characters played by Meredith Salenger
The Comic Strip Groupie
Characters played by Soren Garcia-Rey
Wise Guy on Cliff #2
Characters played by Paul Rawson
Jamie
Characters played by Janet Stephens
Passenger on bus
Characters played by Alicia Benham
College Student
Characters played by Leah Diamond II
Girl on the boardwalk
Characters played by Jim Purdy
Professor