THE WINNING SEASON tells the story of a legendary baseball player's struggle to choose between the love of his life and his love of the game. In the film, 12 year-old baseball fanatic Joe Soshack finds a mint condition Honus Wagner baseball card that magically takes him back to the 1909 World Series.
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| Writing | Steve Bloom | Teleplay |
| Directing | John Kent Harrison | Director |
| Writing | Dan Gutman | Book |
| Camera | André Pienaar | Director of Photography |
| Sound | Lawrence Shragge | Original Music Composer |
| Production | Lesley Oswald | Producer |
| Production | Robert Riesenberg | Executive Producer |
| Production | David A. Rosemont | Executive Producer |
| Editing | Michael D. Ornstein | Editor |
| Production | Lisa Freiberger | Casting Director |
| Production | Jeff Ginn | Production Designer |
| Art | Shawna Balas | Set Decoration |
| Costume & Make-Up | Delphine White | Costume Designer |
| Costume & Make-Up | Beth Anne McIvor | Assistant Makeup Artist |
| Costume & Make-Up | Cindy E. Smith-McGuire | Makeup Artist |
| Directing | Danielle Dumesnil | Second Assistant Director |
| Directing | Michael Peleshok | Assistant Director |
| Directing | Kevin Thomson | First Assistant Director |
| Art | Nick Burns | Storyboard Artist |
| Art | Olaf Dux | Construction Coordinator |
| Art | Catherine Green | Set Designer |
| Costume & Make-Up | Alexis Labra | On Set Dresser |
| Art | Bill MacInnis | Lead Set Dresser |
| Art | Bill Sinosich | Head Carpenter |
| Art | Jon Van Winkle | Graphic Designer |
| Costume & Make-Up | Maria Voulgaris | Costumer |
| Art | Bob Stewart | Art Department Coordinator |
| Sound | Tim Chilton | Foley Artist |
| Sound | Bob Costanza | Sound Effects Editor |
| Sound | Stuart French | Sound Recordist |
| Sound | Tommy Goodwin | Foley Mixer |
| Sound | Stephen Grubbs | Supervising Sound Editor |
| Sound | Stan Mak | Boom Operator |
| Sound | Tim Terusa | Sound Editor |
| Crew | Ricardo Alms | Special Effects Coordinator |
| Visual Effects | Brian Conlon | Digital Compositor |
| Visual Effects | Chris DeCristo | Digital Compositor |
| Visual Effects | Craig Weiss | Visual Effects Supervisor |
| Crew | Craig Skene | Stunts |
| Crew | Rick Skene | Stunt Coordinator |
| Crew | Glen Thompson | Stunt Double |
| Lighting | Arlea Ashcroft | Electrician |
| Lighting | Gabriele DiChiara | Gaffer |
| Lighting | Mike Gowland | Best Boy Electric |
| Camera | Jason Heke | Assistant Camera |
| Camera | Jay Kohne | First Assistant "A" Camera |
| Camera | Clayton Richard-Long | Second Assistant "A" Camera |
| Lighting | Michael Roy | Electrician |
| Camera | Mark Silver | Key Grip |
| Camera | Alison J. Stewart | Grip |
| Production | Eleanor Erum | Extras Casting Assistant |
| Production | Kathleen Howell | Casting Associate |
| Production | Kari Rieger | Extras Casting |
| Costume & Make-Up | Paula Dunfield | Costume Set Supervisor |
| Costume & Make-Up | Ton Pascal | Assistant Costume Designer |
| Editing | Derek Herr | Online Editor |
| Editing | Dana B. Wilson | Assistant Editor |
| Production | Cliff Sumter | Assistant Location Manager |
| Sound | Richard Bronskill | Orchestrator |
| Sound | Rick Giovinazzo | Orchestrator |
| Sound | Chris McGeary | Music Editor |
| Directing | Tracy Young | Script Supervisor |
| Crew | Brian 'Shaky' Johnson | Transportation Captain |
| Production | Chantel Bourrier | Production Assistant |
| Crew | Robb Inniss | Production Office Assistant |
| Production | Tamara Mauthe | Production Coordinator |
| Crew | Michael Peleshok | Set Production Assistant |
| Production | Eve Stewart | Assistant Production Coordinator |
| Crew | Khali Wenaus | Production Office Assistant |
| Production | Paul Courchaine | Payroll Accountant |
| Production | Kate Gajdosik | First Assistant Accountant |
| Production | Kevin McEveety | Production Accountant |
| Art | Kate Grant | Property Master |
| Crew | Eileen Gano | Craft Service |
| Crew | Spencer Maybee | Stand In |
| Crew | Allan McGowan | Security |
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