Matt Damon

Bob

Greg Kinnear

Walt

Skyler Stone

George

Griffin Dunne

Griffin Dunne

Cher

Cher

Peter Farrelly

Director

Bobby Farrelly

Director

Danny Murphy

Dicky

Eva Mendes

April

Jackie Flynn

Howard

Mike Cerrone

Hockey Stud

Wen Yann Shih

May

Pat Crawford Brown

Mimmy

Ray 'Rocket' Valliere

Rocket

Tommy Songin

Tommy

Terence Bernie Hines

Moe

Seymour Cassel

Morty O'Reilly

Bridget Tobin

Vineyard Cutie

Malcolm G. Chase Jr.

Vineyard Buddy

Steve Cerrone

Dart in Head Guy

Docky

Short-Fused Geezer

Will Coogan

Eddie

Leslie Monroe

Vineyard Patron

Michael Lee Merrins

Umpire #1

Jonathan Cauff

Umpire #2

Sean Gildea

Baseball Coach

Marc S. Fischer

Executive Producer