Reese Witherspoon

Lisa

Paul Rudd

George

Owen Wilson

Matty

Jack Nicholson

Charles

Kathryn Hahn

Annie

Mark Linn-Baker

Ron

Lenny Venito

Al

Molly Price

Coach Sally

Ron McLarty

George's Lawyer

Shelley Conn

Terry

Domenick Lombardozzi

Bullpen Pitcher

John Tormey

Doorman

Teyonah Parris

Riva

Tony Shalhoub

Psychiatrist

Dean Norris

Softball Coach

Donna Dundon

Annie's Mom

Cyrus Newitt

Annie's Dad

Will Blagrove

Matty's Teammate

Andrew Wilson

Matty's Teammate

David A. Gregory

Matty's Teammate

Yuki Matsuzaki

Tori

Bill McKinney

Maitre D'

Jim Bouton

Bullpen Coach

Tara Subkoff

Subpoena Woman

Ken Farnell

Bus Driver

Mary Gallagher

Other Female Coach

Aileen Zoccola

Player's Wife

Sachi Jonas

Player's Wife

Amanda Moshay

Player's Wife

Lyssa Roberts

Groped Girl

Seth Sanders

Cocky Agent

Elyse Braner

U.S. National Team

Ryann Hendricks

U.S. National Team

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

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

U.S. National Team

Jeff Ayars

Job Fair Candidate (uncredited)

Noah Baron

Baseball Fan (uncredited)

Terrence Beasor

Lisa's Dad (uncredited)

Alexandra Begg

Baseball Player's Wife (uncredited)

Jacob Bertrand

Boy (uncredited)

Robert Bizik

Locksmith (uncredited)

Ian Bonner

Lawyer (uncredited)

Anthony Bradford

Partygoer #1 (uncredited)

Rachel Breitag

Gorgeous Girl #1 (uncredited)

Ernest E. Brown

Restaurant Patron (uncredited)

Jennifer Butler

Charles' Paralegal (uncredited)

Catherine Cahill

Wealthy Woman (uncredited)

Kimberly Lynn Campbell

U.S. National Team (uncredited)

Maria Cecile Callier

Spectator and Pedestrian (uncredited)

Moogega Cooper

College Student (uncredited)

Jessica Czop

Groupie (uncredited)

Patricia DiZebba

Condo Resident (uncredited)

Bennett Dunn

Restaurant Bartender (uncredited)

Doug Henderson

Tourist (uncredited)

George Kardulias

Baseball Fan in the Bleachers (uncredited)

Jonathan Karp

Busboy (uncredited)

Basil Kershner

Player's Parent (uncredited)

Steven J. Klaszky

Pedestrian (uncredited)

Atif Lanier

U.S. National Team (uncredited)

Traci Law

Lawyer (uncredited)

Alexander Lee

DC Businessman (uncredited)

Koa Lang

Waiter (uncredited)

Cindy Marie Martin

Nationals Fan (uncredited)

Marguerite Mastromatto

Hospital Nurse (uncredited)

Patsy Meck

Charles' Maid (uncredited)

John Mitchell

Aussie Baseball Fan (uncredited)

Paul Monte Jr.

Drunk Teammate (uncredited)

Greg Pronko

Security Guard #2 (uncredited)

Kimberly Spak

Baseball Fan (uncredited)