Dave Buznik

Adam Sandler

Dr. Buddy Rydell

Jack Nicholson

Linda

Marisa Tomei

Lou

Luis Guzmán

Andrew

Allen Covert

Judge Daniels

Lynne Thigpen

Galaxia

Woody Harrelson

Frank Head

Kurt Fuller

Nate

Jonathan Loughran

Chuck

John Turturro

Stacy

Krista Allen

Kendra

Heather Graham

Himself

Robert Merrill

Gina

January Jones

Arnie Shankman

John C. Reilly

Sam

Kevin Nealon

Stacy

Krista Allen*

Bailiff / Lexus Man

Conrad Goode

Bar Waitress

Gina Gallego

Rose Rydell

Adrian Ricard

Flight Attendant

Nancy Carell

Flight Attendant

Marisa Chandler

Ricky

Peter Spruyt

Blind Man

Harry Dean Stanton

Man in Seat

Don Diamont

Air Marshall

Isaac C. Singleton Jr.

Himself

Roger Clemens

Himself

Rudolph Giuliani

Bobby Knight

Bob Knight

John McEnroe

John McEnroe

Himself

Cody Arens

Himself

Bobby Knight

Judith Nathan

Judith Nathan

Tony Carbonetti

Tony Carbonetti

Himself

Derek Jeter

The Voice of the Yankees

Bob Sheppard

Waitress

Heather Charles

Maitre d'

Stephen Dunham

Anger Management Receptionist

Lori Heuring

Angry Man No. 1

Kevin Dunigan

Peanut Vendor

Aaron Fiore

Porter

Jeff Morris

Cocktail Waitress

Gina Gallego

Cabbie

Tony Genaro

Bar Waitress's Lawyer

John Kirk

Buddy's Lawyer

Ken Rosier

Masseur

Clint Black

Dave's Co-Worker

Rob Steiner

Lady in Restroom

Lorna Scott

Angry Latino Man

Paul Renteria

Wife at Table

Bonnie Hellman

Husband at Table

Joe Howard

Baseball Fan

Kevin Grady

Neighbor

Sid Ganis

Pool Player

Larry Morgan

Police Officer

Michael Arthur

Young Dave Buznik

Jonathan Osser

Sara

Melissa Mitchell

Police Officer

Mike Arthur

Young Arnie Shankman

Alan James Morgan

Arnie's Sister

Lindsey Weber

Wedgie Boy

Halley Eveland

Laughing Girl

Taylor Segal

Arnie's Sister

Lindsay Weber

Girl Playing in Water

Nikki Segal

Girl Playing in Water

Nicole Segal

Lou Rawls

Himself

Ray Liotta

Director

Barry Bernadi

Director

Jack Giarraputo

Director

Peter Segal