Reese Witherspoon

Lisa Jorgenson

Paul Rudd

George Madison

Owen Wilson

Matty Reynolds

Jack Nicholson

Charles Madison

Kathryn Hahn

Annie

Molly Price

Coach Sally

Shelley Conn

Terry

Tony Shalhoub

Psychiatrist

Mark Linn-Baker

Ron

Lenny Venito

Al

Ron McLarty

George's Lawyer

Domenick Lombardozzi

Bullpen Pitcher

John Tormey

Doorman

Teyonah Parris

Riva

Dean Norris

Softball Coach

Tara Subkoff

Subpoena Woman

Kimberly Spak

Baseball Fan (uncredited)

David A. Gregory

Matty's Teammate

Will Blagrove

Matty's Teammate

Andrew Wilson

Matty's Teammate

Yuki Matsuzaki

Tori

Bill McKinney

Maitre d'

Jim Bouton

Bullpen Coach

Mary Gallagher

Other Female Coach

Lyssa Roberts

Groped Girl

Brian Distance

U.S. National Team

Daymien Valentino

Translator

Jeff Ayars

Job Fair Candidate (uncredited)

Noah Baron

Baseball Fan (uncredited)

Alexandra Begg

Baseball Player's Wife (uncredited)

Jacob Bertrand

Boy (uncredited)

Robert Bizik

Locksmith (uncredited)

Anthony Bradford

Partygoer #1 (uncredited)

Rachel Breitag

Gorgeous Girl #1 (uncredited)

Jennifer Butler

Charles' Paralegal (uncredited)

Patricia DiZebba

Condo Resident (uncredited)

Koa Lang

Waiter (uncredited)

Patsy Meck

Charles' Maid (uncredited)

John Mitchell

Aussie Baseball Fan (uncredited)

Paul Monte Jr.

Drunk Teammate (uncredited)