Scott Bloom as Brad

Kevin Connolly as Jeremy

Tobey Maguire as Ian

Leonardo DiCaprio as Derek

Jenny Lewis as Sara

Meadow Sisto as Juliet

Marissa Ribisi as Tracy

Amber Benson as Amy

Jeremy Sisto as Bernard

Toledo Diamond as Acid Jazz Artist

Kiva Dawson as Dancer

Marisa Ryan as Anna

Jerry Swindall as Leon

Stephanie Cambria as Flo

Byron Thames as Don

Heather McComb as Constance

Branden Morgan as Rod the Mechanic

Bethany Ashton Wolf as Grace Forrester

Ethan Suplee as Big Bum

Dale Wheatley as Little Bum

Nikki Cox as Karen