Adam Sandler

Dave Buznik

Jack Nicholson

Dr. Buddy Rydell

Marisa Tomei

Linda

January Jones

Gina

Woody Harrelson

Galaxia / Security Guard Gary

Lynne Thigpen

Judge Daniels

Luis Guzmán

Lou

Krista Allen

Stacy

John Turturro

Chuck

Kurt Fuller

Frank Head

Allen Covert

Andrew

Kevin Nealon

Sam

Jonathan Loughran

Nate

Conrad Goode

Bailiff / Lexus Man

Marisa Chandler

Flight Attendant

Gina Gallego

Bar Waitress

Don Diamont

Man in Seat

Nancy Carell

Flight Attendant

Isaac C. Singleton Jr.

Air Marshall

Rudolph Giuliani

Mayor Rudy Giuliani

Bob Knight

Bobby Knight

Lori Heuring

Anger Management Receptionist

John McEnroe

John McEnroe

Kevin Dunigan

Man #1 in Anger Group

Judith Nathan

Judith Nathan

Paul Renteria

Man #2 in Anger Group

Derek Jeter

Derek Jeter

Tony Carbonetti

Tony Carbonetti

Bob Sheppard

The Voice of the Yankees

Robert Merrill

Robert Merrill

John C. Reilly

Older Arnie Shankman (uncredited)

Stephen Dunham

Maitre d'

Heather Graham

Kendra (uncredited)

Harry Dean Stanton

Blind Man (uncredited)

Jeff Morris

Porter

Zack Abramowitz

Baseball Fan (uncredited)

Kristen Moser

Lauren (uncredited)

Tony Genaro

Cabbie

Arnold Chon

Buddhist Monk (uncredited)

Dawn Drake

Girl on Plane (uncredited)

John Kirk

Bar Waitress's Lawyer

Sarah Beth Nelson

Kelly Canfield (uncredited)

Nils Allen Stewart

Tiny (uncredited)

Ken Rosier

Buddy's Lawyer

Clint Black

Masseur

Rob Steiner

Dave's Co-Worker

Tom Malloy

Yankees Left Fielder (uncredited)

Lorna Scott

Lady in Restroom

Bonnie Hellman

Wife at Table

Joe Howard

Husband at Table

Cody Arens

Boy at Yankee Stadium

Kevin Grady

Baseball Fan

Sid Ganis

Neighbor

Larry Morgan

Pool Player

Michael Arthur

Police Officer

Jonathan Osser

Young Dave Buznik

Melissa Mitchell

Sara

Alan James Morgan

Young Arnie Shankman

Lindsey Weber

Arnie's Sister

Halley Eveland

Wedgie Boy

Taylor Segal

Laughing Girl

Nikki Segal

Girl Playing in Water