How Do You Know poster
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How Do You Know

5.320102h 1mPGMovieComedyDramaRomance

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.

DirectorJames L. Brooks
WriterJames L. Brooks
ProducersPaula Weinstein·Laurence Mark

Where to watch

CraveCraveCrave Amazon ChannelCrave Amazon ChannelSony Pictures Core Amazon ChannelSony Pictures Core Amazon Channel
Availability shown for Canada · rights vary by country

Cast · Directed by James L. Brooks

RWReese Witherspoon
Reese Witherspoon
Lisa
PRPaul Rudd
Paul Rudd
George
OWOwen Wilson
Owen Wilson
Matty
JNJack Nicholson
Jack Nicholson
Charles
KHKathryn Hahn
Kathryn Hahn
Annie
MLMark Linn-Baker
Mark Linn-Baker
Ron
LVLenny Venito
Lenny Venito
Al
MPMolly Price
Molly Price
Coach Sally
RMRon McLarty
Ron McLarty
George's Lawyer
SCShelley Conn
Shelley Conn
Terry
DLDomenick Lombardozzi
Domenick Lombardozzi
Bullpen Pitcher
JTJohn Tormey
John Tormey
Doorman

More from Reese Witherspoon · Lead actress

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More from Paul Rudd · Co-star actor

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More from James L. Brooks · Director

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How Do You Know — streaming FAQ

Which OTT platform streams How Do You Know?

How Do You Know is streaming on Crave and Sony Pictures Core in Canada, and available to rent or buy on Apple TV Store and Google Play Movies. It's not currently on Netflix.

Is How Do You Know on Netflix?

No, How Do You Know is not on Netflix in Canada as of September 2026. It's currently on Crave and Sony Pictures Core.

Is How Do You Know on Amazon Prime Video?

How Do You Know isn't included with a Prime Video subscription in Canada, but you can rent or buy it on Amazon Video.

Where can I watch How Do You Know for free?

How Do You Know is available on Crave and Sony Pictures Core in Canada, but you'll need an active subscription — there's no free option right now.