Characters played by Scott Bloom
Brad
Characters played by Kevin Connolly
Jeremy
Characters played by Tobey Maguire
Ian
Characters played by Leonardo DiCaprio
Derek
Characters played by Jenny Lewis
Sara
Characters played by Meadow Sisto
Juliet
Characters played by Marissa Ribisi
Tracy
Characters played by Amber Benson
Amy
Characters played by Andre Berryman
Band
Characters played by John Brooks
Band
Characters played by Jeremy Sisto
Bernard
Characters played by Jeffrey Connor
Band
Characters played by Toledo Diamond
Acid Jazz Artist
Characters played by Walter Davis
Band
Characters played by Paula Verise
Solo Artist
Characters played by Kiva Dawson
Dancer
Characters played by Wendy Fowler
Dancer
Characters played by Zepha Zoe Ober
Dancer
Characters played by Marisa Ryan
Anna
Characters played by Jerry Swindall
Leon
Characters played by Stephanie Cambria
Flo
Characters played by Byron Thames
Don
Characters played by Heather McComb
Constance
Characters played by Phyllis Brooks-Daniels
Heavy-Set Woman
Characters played by Branden Morgan
Rod the Mechanic
Characters played by Bethany Ashton Wolf
Grace Forrester
Characters played by Robert Zimmermann
Luke
Characters played by Ethan Suplee
Big Bum
Characters played by Dale Wheatley
Little Bum
Characters played by Marissa Borsetto
Slapper
Characters played by Cool Breeze
Slappee
Characters played by Nikki Cox
Karen
Characters played by Traci Burgard
Hot Chick in car
Characters played by Amy Chance
(uncredited)
Characters played by Jen Taylor
Foxie - Coffee Shop Girl
Characters played by Alexander Vara
Coffee shop guy