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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dave Sonier# | 15 | 2032-2034 | |
| 2 | Zack Hogan# | 13 | 2032-2034 | |
| 2 | Davy Holland# | 13 | 2032-2034 | |
| 4 | Clarence Byrd# | 12 | 2018-2018 | |
| 4 | Mohamed Lambert# | 12 | 2032-2034 | |
| 6 | Ernie Klein# | 11 | 2032-2034 | |
| 6 | Enrique López | 11 | 2019-2019 | |
| 6 | Mike Navarro# | 11 | 2032-2034 | |
| 6 | Ralph Sulis# | 11 | 2032-2034 | |
| 6 | Walton Varner# | 11 | 2032-2034 | |
| 11 | Cary Dower# | 10 | 2032-2034 | |
| 11 | Stephen Lau# | 10 | 2032-2034 | |
| 11 | Dave Munier# | 10 | 2027-2027 | |
| 11 | Myles Neville# | 10 | 2032-2034 | |
| 11 | Jan Woodbury# | 10 | 2032-2034 | |
| 16 | Bill Acheson# | 9 | 2032-2034 | |
| 16 | Justin Adler# | 9 | 2032-2034 | |
| 16 | Clement Bowden# | 9 | 2029-2030 | |
| 16 | Hugh Bowness | 9 | 2023-2023 | |
| 16 | Walton Huntingford | 9 | 2026-2026 | |
| 16 | Dan Lovell# | 9 | 2033-2034 | |
| 16 | Mike Norton# | 9 | 2032-2034 | |
| 16 | Ilies Philibert | 9 | 2014-2014 | |
| 16 | Luis Miguel Toledo | 9 | 2018-2018 | |
| 25 | Jack Agnew# | 8 | 2032-2034 | |
| 25 | Ricky Brown# | 8 | 2032-2034 | |
| 25 | Ben Charron# | 8 | 2032-2034 | |
| 25 | Tim Conway | 8 | 2020-2020 | |
| 25 | Rick Coombs# | 8 | 2032-2034 | |
| 25 | Quinn Desjardins# | 8 | 2032-2034 | |
| 25 | John Folland# | 8 | 2032-2034 | |
| 25 | Ed Gratton# | 8 | 2030-2031 | |
| 25 | Earl Lee# | 8 | 2027-2028 | |
| 25 | Bob Lortie | 8 | 2012-2012 | |
| 25 | Romuald Martin | 8 | 2026-2026 | |
| 25 | Ricky Miller | 8 | 2020-2020 | |
| 25 | Keith Noble# | 8 | 2029-2030 | |
| 25 | Greg Rattray# | 8 | 2032-2034 | |
| 25 | Jim Spracklin# | 8 | 2032-2034 | |
| 25 | Tim Turley# | 8 | 2032-2034 | |
| 25 | Ed Yuke | 8 | 2012-2012 | |
| 42 | Zach Arrington# | 7 | 2031-2034 | |
| 42 | Harry Ayotte# | 7 | 2032-2034 | |
| 42 | Paul Barrett# | 7 | 2020-2020 | |
| 42 | Gilbert Beckmann# | 7 | 2032-2034 | |
| 42 | Joe Chute# | 7 | 2032-2034 | |
| 42 | Adrien Clément | 7 | 2012-2012 | |
| 42 | Dave Conboy# | 7 | 2025-2025 | |
| 42 | Brad Cornell | 7 | 2021-2021 | |
| 42 | Edison Dickie | 7 | 2019-2019 | |
| 42 | Earl Duval# | 7 | 2032-2034 | |
| 42 | Dave Krause# | 7 | 2032-2034 | |
| 42 | Bobby Lloyd# | 7 | 2031-2031 | |
| 42 | Jean-François Luciani# | 7 | 2032-2034 | |
| 42 | Ed Manuel | 7 | 2015-2015 | |
| 42 | Gabin Martin | 7 | 2023-2023 | |
| 42 | Bob McConnell# | 7 | 2032-2034 | |
| 42 | Tyler McCormick | 7 | 2030-2030 | |
| 42 | Robert McLaughlin# | 7 | 2018-2018 | |
| 42 | Bill Neville# | 7 | 2027-2027 | |
| 42 | Tom Nichols# | 7 | 2032-2034 | |
| 42 | Thomas Nicolle | 7 | 2016-2016 | |
| 42 | Hideyori Ohayashi | 7 | 2019-2019 | |
| 42 | Carl Phillips# | 7 | 2032-2034 | |
| 42 | John Randall | 7 | 2020-2020 | |
| 42 | Wayne Rockburn# | 7 | 2032-2034 | |
| 42 | Luis Antonio Rodríguez# | 7 | 2021-2021 | |
| 42 | Francisco Rolón | 7 | 2021-2021 | |
| 42 | Bob Roy | 7 | 2021-2021 | |
| 42 | Dallas Savage | 7 | 2018-2018 | |
| 42 | Jon Shipway | 7 | 2021-2021 | |
| 42 | Jamal Underwood | 7 | 2019-2019 | |
| 42 | Devin Vokey | 7 | 2026-2026 | |
| 42 | Chet Winman# | 7 | 2032-2034 | |
| 75 | Dave Arden# | 6 | 2032-2034 | |
| 75 | Jean-Loup Bourdon | 6 | 2016-2016 | |
| 75 | Lincoln Brouillette | 6 | 2013-2013 | |
| 75 | Benjamin Campbell# | 6 | 2019-2019 | |
| 75 | Neil Coffin# | 6 | 2030-2031 | |
| 75 | Jean-Pierre Delannoy | 6 | 2025-2025 | |
| 75 | Bernard Favier# | 6 | 2032-2034 | |
| 75 | George Fortin# | 6 | 2026-2026 | |
| 75 | Javier Galindo# | 6 | 2022-2022 | |
| 75 | Brian Gunter# | 6 | 2032-2034 | |
| 75 | John Hansen# | 6 | 2031-2034 | |
| 75 | Brian Henderson | 6 | 2019-2019 | |
| 75 | Rick Hill | 6 | 2019-2019 | |
| 75 | Jeff Hodge# | 6 | 2025-2025 | |
| 75 | Walker Hoekstra# | 6 | 2029-2029 | |
| 75 | Dave Horswill# | 6 | 2032-2034 | |
| 75 | Robert Howard | 6 | 2020-2020 | |
| 75 | Jordan Johnstone | 6 | 2012-2012 | |
| 75 | Jason Keeping# | 6 | 2032-2034 | |
| 75 | Alexandre Lallement | 6 | 2014-2014 | |
| 75 | Colin Larsen# | 6 | 2032-2034 | |
| 75 | Esteban Lugo | 6 | 2018-2018 | |
| 75 | Rick MacLellan# | 6 | 2023-2023 | |
| 75 | Pat McConnell# | 6 | 2025-2025 | |
| 75 | Henry McGaughey | 6 | 2024-2024 | |
| 75 | Bill Montgomery# | 6 | 2032-2034 |
