“In the game of life, you can't lose 'em all.”
When down-on-his-luck part-time high school wrestling coach Mike agrees to become legal guardian to an elderly man, his ward's troubled grandson turns out to be a star grappler, sparking dreams of a big win -- until the boy's mother retrieves him.
5 landscape wallpapers · click any to open Mac Mode
Explore wallpapers from films starring the Win Win cast
16 featured
Paul Giamatti
Mike Flaherty
Amy Ryan
Jackie Flaherty
Bobby Cannavale
Terry Delfino
Jeffrey Tambor
Vigman
Burt Young
Leo Poplar
Melanie Lynskey
Cindy Timmons
Alex Shaffer
Kyle
Margo Martindale
Eleanor
David Thompson
Stemler
Nina Arianda
Shelly
Mike Diliello
Jimmy Reed
Marcia Haufrecht
Gina Flaherty
Sharon Wilkins
Judge Lee
Clare Foley
Abby
Penelope Kindred
Stella
Sophie Kindred
Stella
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Last updated: June 9, 2026
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Quick answers about Win Win wallpapers, cast, and downloads.
Moviely has 5 free Win Win cinematic wallpapers available to browse, preview in Mac Mode, and download.
Yes. Every Win Win backdrop on Moviely is free to preview and download for personal desktop or mobile wallpaper use.
Win Win wallpapers include 4K and HD options. Moviely recommends the best size for your screen and offers original-quality downloads when available.
Yes. Open any Win Win wallpaper in Mac Mode to preview it on a desktop or iPhone lock screen before downloading.
Open the Win Win page, pick a backdrop, choose your preferred resolution (HD, Full HD, or Original), and click Download.
Yes. Select Win Win backdrops are available in 4K / original quality for high-resolution displays.
Win Win released in 2011. Moviely hosts cinematic wallpapers captured from the movie's official backdrop imagery.
Win Win is categorized as Drama, Comedy.
Tom McCarthy directed Win Win.
Win Win stars Paul Giamatti, Amy Ryan, Bobby Cannavale, Jeffrey Tambor, Burt Young, and more.
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