John Cusack

Jake

Brad William Henke

Leo

Christopher Plummer

Bill

Ted Griffin

Bill Jr.

Diane Lane

Sarah

Will McCormack

Jason

Elizabeth Perkins

Carol

Tony Bill

Walter

Will Rothhaar

Jeremy

Kirk Trutner

Deli Guy

Marylouise Burke

Aunt Eileen

Ben Shenkman

Charlie

Stockard Channing

Dolly

Dermot Mulroney

Bob

Julie Gonzalo

June

Glenn Howerton

Michael

Ronald G. Smith

Executive Producer

Jordana Spiro

Sherry

Victor Webster

Eric

Brad Hall

Stanley

Michael Spound

Marc

Ali Hillis

Christine

Bobby Coleman

Austin

Emma Prescott

Molly

Jaden Sorensen

Justin

Gary David Goldberg

Director