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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Clarence Byrd# | 12 | 2018-2018 | |
| 2 | Davy Holland# | 11 | 2032-2033 | |
| 2 | Enrique López | 11 | 2019-2019 | |
| 4 | Dave Munier# | 10 | 2027-2027 | |
| 4 | Dave Sonier# | 10 | 2032-2033 | |
| 6 | Dave Barnaby# | 9 | 2029-2029 | |
| 6 | Clement Bowden# | 9 | 2029-2030 | |
| 6 | Hugh Bowness | 9 | 2023-2023 | |
| 6 | Zack Hogan# | 9 | 2032-2033 | |
| 6 | Walton Huntingford | 9 | 2026-2026 | |
| 6 | Ernie Klein# | 9 | 2032-2033 | |
| 6 | Ilies Philibert | 9 | 2014-2014 | |
| 6 | Luis Miguel Toledo | 9 | 2018-2018 | |
| 14 | Tim Conway | 8 | 2020-2020 | |
| 14 | Ed Gratton# | 8 | 2030-2031 | |
| 14 | Mohamed Lambert# | 8 | 2032-2033 | |
| 14 | Earl Lee# | 8 | 2027-2028 | |
| 14 | Bob Lortie | 8 | 2012-2012 | |
| 14 | Romuald Martin | 8 | 2026-2026 | |
| 14 | Ricky Miller | 8 | 2020-2020 | |
| 14 | Keith Noble# | 8 | 2029-2030 | |
| 14 | Ralph Sulis# | 8 | 2032-2033 | |
| 14 | Ed Yuke | 8 | 2012-2012 | |
| 24 | Paul Barrett# | 7 | 2020-2020 | |
| 24 | Mike Cartier# | 7 | 2029-2029 | |
| 24 | Adrien Clément# | 7 | 2012-2012 | |
| 24 | Dave Conboy# | 7 | 2025-2025 | |
| 24 | Brad Cornell | 7 | 2021-2021 | |
| 24 | Edison Dickie | 7 | 2019-2019 | |
| 24 | Jason Keller# | 7 | 2029-2029 | |
| 24 | Bobby Lloyd# | 7 | 2031-2031 | |
| 24 | Ed Manuel | 7 | 2015-2015 | |
| 24 | Gabin Martin | 7 | 2023-2023 | |
| 24 | Tyler McCormick | 7 | 2030-2030 | |
| 24 | Robert McLaughlin# | 7 | 2018-2018 | |
| 24 | Mike Navarro# | 7 | 2032-2033 | |
| 24 | Bill Neville# | 7 | 2027-2027 | |
| 24 | Myles Neville# | 7 | 2032-2033 | |
| 24 | Thomas Nicolle | 7 | 2016-2016 | |
| 24 | Hideyori Ohayashi | 7 | 2019-2019 | |
| 24 | Carl Phillips# | 7 | 2032-2033 | |
| 24 | John Randall | 7 | 2020-2020 | |
| 24 | Greg Rattray# | 7 | 2032-2033 | |
| 24 | Luis Antonio Rodríguez# | 7 | 2021-2021 | |
| 24 | Francisco Rolón | 7 | 2021-2021 | |
| 24 | Bob Roy | 7 | 2021-2021 | |
| 24 | Dallas Savage | 7 | 2018-2018 | |
| 24 | Jon Shipway | 7 | 2021-2021 | |
| 24 | Jamal Underwood | 7 | 2019-2019 | |
| 24 | Devin Vokey | 7 | 2026-2026 | |
| 51 | Justin Adler# | 6 | 2032-2033 | |
| 51 | Harry Ayotte# | 6 | 2032-2033 | |
| 51 | Jean-Loup Bourdon | 6 | 2016-2016 | |
| 51 | Lincoln Brouillette | 6 | 2013-2013 | |
| 51 | Benjamin Campbell# | 6 | 2019-2019 | |
| 51 | Joe Chute# | 6 | 2032-2033 | |
| 51 | Neil Coffin# | 6 | 2030-2031 | |
| 51 | Jean-Pierre Delannoy | 6 | 2025-2025 | |
| 51 | George Fortin# | 6 | 2026-2026 | |
| 51 | Javier Galindo# | 6 | 2022-2022 | |
| 51 | Brian Henderson | 6 | 2019-2019 | |
| 51 | Rick Hill | 6 | 2019-2019 | |
| 51 | Jeff Hodge# | 6 | 2025-2025 | |
| 51 | Walker Hoekstra# | 6 | 2029-2029 | |
| 51 | Robert Howard | 6 | 2020-2020 | |
| 51 | Jordan Johnstone | 6 | 2012-2012 | |
| 51 | Dave Krause# | 6 | 2032-2033 | |
| 51 | Alexandre Lallement | 6 | 2014-2014 | |
| 51 | Stephen Lau# | 6 | 2032-2033 | |
| 51 | Esteban Lugo | 6 | 2018-2018 | |
| 51 | Rick MacLellan# | 6 | 2023-2023 | |
| 51 | Pat McConnell# | 6 | 2025-2025 | |
| 51 | Henry McGaughey | 6 | 2024-2024 | |
| 51 | Ken Morrow | 6 | 2021-2021 | |
| 51 | Hervé Muller# | 6 | 2023-2023 | |
| 51 | Ed Newcomb# | 6 | 2032-2033 | |
| 51 | Bill Newton | 6 | 2012-2012 | |
| 51 | Mike Norton# | 6 | 2032-2033 | |
| 51 | Tomás Ontiveros | 6 | 2021-2021 | |
| 51 | Kevin Palmer# | 6 | 2031-2033 | |
| 51 | Luis Rico | 6 | 2019-2019 | |
| 51 | Bryan Roland | 6 | 2025-2025 | |
| 51 | Kyle Shaw | 6 | 2020-2020 | |
| 51 | Chris Stone | 6 | 2018-2018 | |
| 51 | Corey Sullivan | 6 | 2017-2017 | |
| 51 | James Thompson# | 6 | 2021-2021 | |
| 51 | Tim Turley# | 6 | 2032-2033 | |
| 51 | Chet Winman# | 6 | 2032-2033 | |
| 51 | Jan Woodbury# | 6 | 2032-2033 | |
| 90 | Harmon Anstey# | 5 | 2026-2026 | |
| 90 | Dave Arden# | 5 | 2032-2033 | |
| 90 | Zach Arrington# | 5 | 2031-2033 | |
| 90 | Bill Barbier | 5 | 2026-2026 | |
| 90 | Cyprien Bataille# | 5 | 2028-2028 | |
| 90 | Ray Batstone# | 5 | 2032-2033 | |
| 90 | John Black# | 5 | 2024-2024 | |
| 90 | Stéphane Blin | 5 | 2013-2013 | |
| 90 | Daniel Bonnin | 5 | 2016-2016 | |
| 90 | John Bush | 5 | 2018-2018 | |
| 90 | Tony Colón | 5 | 2018-2018 |
