How Do You Know

How do you know it's love?

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)