How Do You Know
After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.
Reese Witherspoon
Lisa Jorgenson
Paul Rudd
George
Owen Wilson
Manny
Jack Nicholson
Charles
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 (as David Gregory)
Donna Dundon
Annie's Mom
Cyrus Newitt
Annie's Dad
Will Blagrove
Matty's Teammate
Andrew Wilson
Matty's Teammate
Yuki Matsuzaki
Tori
Bill McKinney
Maitre d'
Jim Bouton
Bullpen Coach
Ken Farnell
Bus Driver (as Kenny Farnell)
Mary Gallagher
Other Female Coach
Aileen Zoccola
Player's Wife
Sachi Jonas
Player's Wife
Amanda Moshay
Player's Wife
Lyssa Roberts
Groped Girl (as Lyssa Lee Roberts)
Seth Sanders
Cocky Agent
Elyse Braner
U.S. National Team
Ryann Hendricks
U.S. National Team
Jessi Sheldon
U.S. National Team (as Jessi Moore)
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
Greg Pronko
Security Guard #2
Daymien Valentino
Translator
Jeff Ayars
Job Fair Candidate (uncredited)
Nate Bailey
Dr. J. Ford (uncredited)
Scott Barry
Driver (Precision) (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)
Charlie Bonnin
Young Lisa's Dad (uncredited)
Anthony Bradford
Partygoer #1 (uncredited)
Rachel Breitag
Gorgeous Girl #1 (uncredited)
Ernest E. Brown
Restaurant Patron (uncredited)
Laura Bryce
Gorgeous Girl SI (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)
Mustafa Cimen
Foreign Diplomat (uncredited)
Sheri Cohen
Frisbee Player (uncredited)
Chris Conlon
Bullpen Pitcher (uncredited)
Moogega Cooper
College Student (uncredited)
Kirk Curran
College Student (uncredited)
Jessica Czop
Groupie (uncredited)
Tom Delconte
Charles' Lawyer (uncredited)
Patricia DiZebba
Condo Resident (uncredited)
Robin Dorsey
Upscale Shopper (uncredited)
Bennett Dunn
Restaurant Bartender (uncredited)
Cindy Engle
Pedestrian (uncredited)
Amy Gieske
Nationals Fan (uncredited)
Philip Greene
Baseball Fan (uncredited)
Doug Henderson
Tourist (uncredited)
Ken Holliday
Baseball Fan (uncredited)
Sidmar Holloman
Fan (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)
Chris Luensman
Bar Patron (uncredited)
Quang Ly
Computer Tech (uncredited)
Brian M. Martin
Backpacking Student (uncredited)
Cindy Marie Martin
Nationals Fan (uncredited)
Marguerite Mastromatto
Hospital Nurse (uncredited)
Christian Polk McRee
Softball Player (uncredited)
Patsy Meck
Charles' Maid (uncredited)
John Mitchell
Aussie Baseball Fan (uncredited)
Mike Monroe
Bartender (uncredited)
Paul Monte Jr.
Drunk Teammate (uncredited)
Christian Monturano
Rich Baseball Player (uncredited)
Noah Baron
Baseball Fan (uncredited)