Peter Dinklage as Phil Loder

Shirley MacLaine as Astrid Fanelli

Kimberly Quinn as Maggie Pennington

Danny Pudi as Craig

Matt Dillon as Dell

Danny Glover as Jerry

Michelle Mylett as Clare Milano

Peter Kelamis as Officer Burt

Rebecca Olson as Beatrice/Babette

Garry Chalk as Nicolai

Kimberley Shoniker as Susan

Raresh DiMofte as Boris the Plumber

Rami Kahlon as Econo Student #1

Peter Chao as Econo Student #2

Peter New as Dr. Turpin

Donald Heng as Dr. Berton

Brendan Riggs as Rick the Owner

Christine Lippa as Woman

C. Ernst Harth as Man Buying Car

Corina Akeson as Middle-Aged Mom

Jennifer Juniper Angeli as Jim Stanley Jr.

Masa Delara as Mansion Woman

Frank Warburton Bailey III as Officer James

Clayton James Booi as Student Videographer

Nate Jackson as Valet

Thaddeus Monckton as Mercedes Driver

Morgan Lessard as High School Student #1

Annette Jensen-Collett as Bank Teller (uncredited)

Frederic Robinson as Security Guard (uncredited)

Christian J. Stewart as Bar Patron / Reunion Attendee (uncredited)

Milo as Cat