Jason Biggs
Jerry Falk
Christina Ricci
Amanda Chase
Woody Allen
David Dobel
Stockard Channing
Paula Chase
Danny DeVito
Harvey Wexler
Jimmy Fallon
Bob
Anthony Arkin
Pip's Comic
David Conrad
Dr. Phil Reed
Adrian Grenier
Ray Polito
William Hill
Psychiatrist
Erica Leerhsen
Connie
Fisher Stevens
Manager
Joseph Lyle Taylor
Bill
KaDee Strickland
Brooke
Diana Krall
Diana Krall
Maurice Sonnenberg
Movie Theater Patron
Kenneth Edelson
Hotel Desk Clerk
Wynter Kullman
Emily
Zach McLarty
Ralph
Anthony J. Ribustello
Car Thug #1
Ray Garvey
Car Thug #2
Ralph Pope
Cab Driver
James Babbin
Movie Patron (uncredited)
Carson Grant
Ron Keller, Acting Teacher (uncredited)