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Will Ferrell

Phil Weston

Robert Duvall

Buck Weston

Mike Ditka

Mike Ditka

Kate Walsh

Barbara Weston

Musetta Vander

Janice Weston

Dylan McLaughlin

Sam Weston

Josh Hutcherson

Bucky Weston

Steven Anthony Lawrence

Mark Avery

Jeremy Bergman

Hunter

Elliott Cho

Byong Sun

Erik Walker

Ambrose

Dallas McKinney

Connor

Francesco Liotti

Gian Piero

Alessandro Ruggiero

Massimo

Sammy Fine

Jack

Timmy Deters

Alex

David Herman

Referee

Rachael Harris

Ann Hogan

Laura Kightlinger

Donna Jones

Jim Turner

Jim Davidson 'The Captain'

Julia Campbell

Janet Davidson

Phill Lewis

John Ryan

David Bowe

Forest Avery

Matt Winston

Tom Hanna

Susan Barnes

Diana Ditka

Lu Elrod

Patty

Tom Virtue

Track & Field Coach

Karly Rothenberg

Jack's Mother

Joseph R. Sicari

Umberto

Timm Sharp

Butcher Shop Employee

Stasi Glenn Farbes

Butcher Shop Employee

Frank Cassavetes

Butcher Shop Employee

Jose Vivanco

Butcher Shop Employee

Rob Benedict

Beantown Employee

Martin Starr

Beantown Customer

Lisa Lackey

Beantown Customer

Brian Palermo

Beantown Customer

Scott Adsit

Stew

Peter Jason

Clark

Gus Buktenica

Caring Soccer Dad

Jeffrey Noah

Young Phil

Kaitlyn Arens

Baby Phil

Harrison Doyle

Tiger

Christopher Garcia-Reyes

Tiger

Chase Klitzner

Tiger

Brandon Vincent

Tiger

Zach Hendrickson

Gladiator

Logan Rouse

Gladiator

Daniel Barrera

Gladiator

Brett Berman

Gladiator

Richard G. Fray II

Gladiator

Jeffrey Koval

Gladiator

Kyle Nathanson

Gladiator

Jeffrey Thomas Nemit III

Gladiator

Jack Polson

Gladiator

Wesley Taylor

Gladiator

Michael Uyehara

Gladiator

Tyler Reid West

Gladiator

Mason Lucero

Tarantula

Austin Marques

Tarantula

Vahe Nalbandian

Tarantula

Willie Amakye

Cosmos Player

Alex Borstein

Obnoxious Hummer Lady (uncredited)

Jesse Dylan

Nancy Karlin

Jody Spilkoman