Lisa

Reese Witherspoon

George

Paul Rudd

Matty

Owen Wilson

Charles

Jack Nicholson

Annie

Kathryn Hahn

Ron

Mark Linn-Baker

Al

Lenny Venito

Coach Sally

Molly Price

Terry

Shelley Conn

Psychiatrist

Tony Shalhoub

George's Lawyer

Ron McLarty

Bullpen Pitcher

Domenick Lombardozzi

Doorman

John Tormey

Riva

Teyonah Parris

Softball Coach

Dean Norris

Annie's Mom

Donna Dundon

Annie's Dad

Cyrus Newitt

Subpoena Woman

Tara Subkoff

Matty's Teammate

William Blagrove

Matty's Teammate

Will Blagrove

Matty's Teammate (as David Gregory)

David A. Gregory

Matty's Teammate

Andrew Wilson

Tori

Yuki Matsuzaki

Maitre d'

Bill McKinley

Maitre D'

Bill McKinney

Bullpen Coach

Jim Bouton

Other Female Coach

Mary Gallagher

Bus Driver (as Kenny Farnell)

Ken Farnell

Player's Wife

Aileen Zoccola

Player's Wife

Sachi Jones

Player's Wife

Amanda Moshay

Player's Wife

Sachi Jonas

Groped Girl

Lyssa Lee Roberts

Cocky Agent

Seth Sanders

Groped Girl (as Lyssa Lee Roberts)

Lyssa Roberts

U.S. National Team

Elyse Braner

U.S. National Team

Ryann Hendricks

U.S. National Team (as Jessi Moore)

Jessi Sheldon

U.S. National Team

Amanda Freed

U.S. National Team

Jaime Wohlbach

U.S. National Team

Anjelica Selden

U.S. National Team

Lovieanne Jung

U.S. National Team

Suze Kilner

U.S. National Team

Brian Distance

U.S. National Team

Michael Toolan-Roche

Yuki Matsuoka

U.S. National Team

Caitlin Hanrahan

U.S. National Team

Deanna Vecchio

U.S. National Team

Samantha Yodowitz

U.S. National Team

Crystl Bustos

U.S. National Team

Andrea Duran

U.S. National Team

Jackie Dempsey

U.S. National Team

Tara Henry

U.S. National Team

Carri Martin

Security Guard #2 (uncredited)

Greg Pronko

Job Fair Candidate (uncredited)

Jeff Ayars

Baseball Fan (uncredited)

Noah Baron

Translator

Daymien Valentino

Lisa's Dad (uncredited)

Terrence Beasor

Baseball Player's Wife (uncredited)

Alexandra Begg

Boy (uncredited)

Jacob Bertrand

Locksmith (uncredited)

Robert Bizik

Lawyer (uncredited)

Ian Bonner

Partygoer #1 (uncredited)

Anthony Bradford

Gorgeous Girl #1 (uncredited)

Rachel Breitag

Restaurant Patron (uncredited)

Ernest E. Brown

Charles' Paralegal (uncredited)

Jennifer Butler

U.S. National Team (uncredited)

Kimberly Lynn Campbell

Spectator and Pedestrian (uncredited)

Maria Cecile Callier

College Student (uncredited)

Moogega Cooper

Groupie (uncredited)

Jessica Czop

Condo Resident (uncredited)

Patricia DiZebba

Tourist (uncredited)

Doug Henderson

Baseball Fan in the Bleachers (uncredited)

George Kardulias

Player's Parent (uncredited)

Basil Kershner

Pedestrian (uncredited)

Steven J. Klaszky

U.S. National Team (uncredited)

Atif Lanier

Waiter (uncredited)

Koa Lang

Nationals Fan (uncredited)

Cindy Marie Martin

Hospital Nurse (uncredited)

Marguerite Mastromatto

Charles' Maid (uncredited)

Patsy Meck

Aussie Baseball Fan (uncredited)

John Mitchell

Drunk Teammate (uncredited)

Paul Monte Jr.

Baseball Fan (uncredited)

Kimberly Spak