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Watch The Winning Season online — it may be available on legal streaming platforms such as YouTube, Netflix, Prime Video, Hulu, Disney+, and others.

Set in suburban Indiana, the film stars Rockwell as Bill Greaves, an adult misfit recruited by the local high school principal (Corddry) to coach the school's floundering girls' basketball team. Initially retreating from what appears to be a hopeless situation, Bill perseveres and manages to help the team and its captain (Roberts) ratchet up its competitive spirit, while the girls offer Bill a renewed life focus.