Jerry Falk

Jason Biggs

David Dobel

Woody Allen

Amanda Chase

Christina Ricci

Harvey

Danny DeVito

Paula Chase

Stockard Channing

Brooke

KaDee Strickland

Bob

Jimmy Fallon

Connie

Erica Leerhsen

Pip's Comic

Anthony Arkin

Dr. Phil Reed

David Conrad

Psychiatrist

William Hill

Ray Polito

Adrian Grenier

Ralph

Zach McLurty

Diana Krall

Diana Krall

Manager

Fisher Stevens

Bill

Joseph Lyle Taylor

Movie Theater Patron

Maurice Sonnenberg

Hotel Desk Clerk

Kenneth Edelson

Emily

Wynter Kullman

Ralph

Zach McLarty

Car Thug #1

Anthony J. Ribustello

Car Thug #2

Ray Garvey

Cab Driver

Ralph Pope

Glenn Close

Ron Keller, Acting Teacher (uncredited)

Carson Grant

Army and Navy Pedestrian (uncredited)

William E. Corcoran

College Student (uncredited)

David Jefferson

Party Goer (uncredited)

Greg Orvis

Concerned Diner (uncredited)

Frank Stellato