Will Ferrell

Jackie Moon

Woody Harrelson

Monix

André 3000

Clarence

Maura Tierney

Lynn

Andy Daly

Dick Pepperfield

Will Arnett

Lou Redwood

Andy Richter

Bobby Dee

Rob Corddry

Kyle

Matt Walsh

Father Pat the Ref

Tim Meadows

Cornelius Banks

David Koechner

Commissioner

Jackie Earle Haley

Dukes

DeRay Davis

Bee Bee Ellis

Josh Braaten

Twiggy Munson

Jay Phillips

Scootsie Double Day

Pat Kilbane

Petrelli

Patti LaBelle

Jackie's Mom

Collette Wolfe

Melinda

Jason Sudeikis

Nacho Fan

Kristen Wiig

Bear Handler

Ellia English

Ms. Quincy

Ian Roberts

Spurs Coach

Phil Hendrie

Nets Coach

Ed Helms

Turtleneck

Brian Huskey

White Pants

Paul Rust

Wheelchair Darren

Charlyne Yi

Wheelchair Jody

Steve Seagren

Losing Owner #1

Gil Glasgow

Losing Owner #2

Scot Armstrong

Cameraman

Steve Bannos

Cop at Jail

Anthony Burrell

Dancer

Kate Luyben

Staci Moon (uncredited)

Jerry Minor

Paul the DJ (uncredited)

Warren Sweeney

Winning Team Owner #1 (uncredited)

Justen Naughton

Squires Player #31 (uncredited)

James Markham Hall Jr.

Squires Basketball Player (uncredited)

Kamal Moummad

Starting Point Guard (uncredited)

Danny Mooney

Party Griller (uncredited)

David E. Brown

Avid Tropics Fan (uncredited)

Margaret Newborn

Spectator (uncredited)

Gary Teague

Spectator (uncredited)

Shawntay Dalon

Crowd Member (uncredited)