Casting (30)
John Cusack
Jonathan Trager
Kate Beckinsale
Sara Thomas
Jeremy Piven
Dean Kansky
Bridget Moynahan
Halley Buchanan
John Corbett
Lars Hammond
Molly Shannon
Eve
Eugene Levy
Bloomingdale's Salesman
Lilli Lavine
Bloomingdale's Stock Girl
Michael Guarino, Jr.
Customer at Bloomingdale's
Abdul Alshawish
Customer at Bloomingdale's
Stephen Bruce
Host at Serendipity
David Sparrow
Josh's Dad
Gary Gerbrandt
Josh
Ann Talman
Bloomingdale's Saleswoman #1
Crystal Bock
Bloomingdale's Saleswoman #2
Kate Blumberg
Courtney Kansky
Ron Payne
Louis Trager
Marcia Bennett
Mrs. Louis Trager
Eve Crawford
Mrs. Buchanan
Victor A. Young
Mr. Buchanan
Leo Fitzpatrick
Leasing Office Temp
Evan Neumann
Kenny
Lucy Gordon
Caroline Mitchell
Kevin Rice
Kip
Brenda Logan
Hair Stylist
James Goodwin
Nick Roberts
John Ellison Conlee
Artie
Charles A. Gargano
Announcer At Golf Range
Arthur Pascuzzi
Golf Instructor
Mike Benitez
Superintendent