"The Winning Season" is a 2009 sports comedy-drama film directed by James C. Strouse. The story follows Bill Gill, a down-on-his-luck high school basketball coach who is given a second chance to redeem himself by coaching a girls' team. As he navigates the challenges of coaching and personal struggles, he learns valuable lessons about teamwork and resilience. The film stars Sam Rockwell as Bill Gill, alongside Emma Roberts and Margo Martindale. It explores themes of redemption, friendship, and the importance of believing in oneself. The narrative highlights the transformative power of sports in the lives of young athletes.