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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeff Michaud | 231 | 2031-2047 | |
| 2 | Collin Miller* | 211 | 2015-2033 | |
| 3 | Gabriel Rodríguez# | 196 | 2032-2048 | |
| 4 | José Antonio Palma* | 187 | 2020-2035 | |
| 5 | Charles Hammond* | 185 | 2015-2031 | |
| 6 | Mack Guillaume | 172 | 2033-2047 | |
| 7 | Cal Bolden* | 171 | 2021-2037 | |
| 8 | Adrian Eacott* | 169 | 2021-2035 | |
| 8 | Matt Jacobs* | 169 | 2015-2028 | |
| 10 | Jeremy Nicholson# | 157 | 2031-2048 | |
| 11 | Lewis MacEwen | 154 | 2035-2048 | |
| 12 | Rolland Girault | 151 | 2031-2046 | |
| 12 | Steve Klassen | 151 | 2036-2048 | |
| 14 | Tate Crosby* | 149 | 2015-2029 | |
| 14 | Henri François* | 149 | 2015-2027 | |
| 14 | Cory Stinson* | 149 | 2020-2033 | |
| 17 | Marc Rowsell# | 142 | 2035-2048 | |
| 18 | Fred Cannon* | 141 | 2026-2042 | |
| 19 | Dave Moss# | 139 | 2037-2048 | |
| 20 | Jorge Valdéz* | 136 | 2026-2036 | |
| 21 | Jesse Howard# | 135 | 2035-2048 | |
| 21 | Nick Lane# | 135 | 2038-2048 | |
| 21 | Frank Perron# | 135 | 2034-2048 | |
| 21 | Carlos Snow# | 135 | 2037-2048 | |
| 25 | Justin Geddes* | 133 | 2019-2031 | |
| 25 | Harris Wilson | 133 | 2030-2046 | |
| 27 | Dennis Wemp | 130 | 2031-2045 | |
| 28 | Gordon Blais | 129 | 2024-2038 | |
| 28 | Everton Mounsey# | 129 | 2032-2048 | |
| 28 | Ross Singleton | 129 | 2015-2026 | |
| 31 | José Gonzáles# | 128 | 2035-2048 | |
| 31 | Jean Vilain | 128 | 2015-2025 | |
| 33 | Zg Ghali | 127 | 2030-2046 | |
| 33 | Nathan Yeo | 127 | 2022-2037 | |
| 35 | António Gómez | 126 | 2024-2039 | |
| 36 | Ronnie Taylor | 125 | 2026-2038 | |
| 37 | Scott Churchill | 122 | 2022-2036 | |
| 37 | Derril Dougherty* | 122 | 2024-2036 | |
| 37 | Eduardo Gómez# | 122 | 2036-2048 | |
| 40 | Arvin Northeast | 121 | 2015-2026 | |
| 41 | Wilber Kuhn | 120 | 2020-2035 | |
| 42 | Pete Haynes# | 116 | 2032-2048 | |
| 42 | António Méndez | 116 | 2032-2045 | |
| 44 | Chris Eichler | 115 | 2026-2039 | |
| 45 | Joe Clayton | 114 | 2026-2037 | |
| 46 | Brian Murphy | 113 | 2015-2027 | |
| 46 | John Wright | 113 | 2015-2026 | |
| 48 | Rick Bradley | 109 | 2015-2026 | |
| 49 | Dale O'Brien | 108 | 2015-2024 | |
| 50 | Darryl Holmes | 107 | 2027-2041 | |
| 50 | Bill White# | 107 | 2036-2048 | |
| 52 | Grant Myers | 105 | 2015-2028 | |
| 53 | Jack Wilton | 104 | 2032-2044 | |
| 54 | Tom Williams# | 103 | 2036-2048 | |
| 55 | Scot Moss | 102 | 2015-2025 | |
| 56 | Ramón Méndez# | 101 | 2035-2048 | |
| 56 | Hugh Wiggins | 101 | 2024-2036 | |
| 58 | Ernie Henderson | 100 | 2035-2047 | |
| 58 | Gilles Thomas | 100 | 2015-2024 | |
| 60 | Mitch Fox | 99 | 2028-2039 | |
| 60 | Ismael Huerta | 99 | 2020-2030 | |
| 62 | Kurt Peddle | 98 | 2015-2028 | |
| 63 | Dave McAleer | 97 | 2015-2026 | |
| 63 | Craig Miller | 97 | 2018-2032 | |
| 63 | Glenn Stewart | 97 | 2022-2038 | |
| 66 | Don Hooper | 96 | 2024-2036 | |
| 66 | Michael Hughes | 96 | 2024-2036 | |
| 66 | Ryan Ward | 96 | 2033-2045 | |
| 69 | Ralph Baxter# | 94 | 2042-2048 | |
| 69 | Théo Billet | 94 | 2018-2030 | |
| 71 | Yoo-chul Lee | 93 | 2023-2034 | |
| 72 | Pat Bailey | 92 | 2027-2041 | |
| 72 | Eric Gregory | 92 | 2024-2036 | |
| 72 | Sébastien Moreau | 92 | 2015-2031 | |
| 72 | Manuel Moreno# | 92 | 2038-2048 | |
| 76 | José Gómez | 91 | 2026-2035 | |
| 76 | Ken Lau | 91 | 2019-2038 | |
| 76 | Frank McKinney# | 91 | 2036-2048 | |
| 79 | António King | 90 | 2015-2025 | |
| 80 | Walt Bond* | 87 | 2024-2041 | |
| 81 | William Anderson | 86 | 2015-2024 | |
| 81 | Sam Goerts# | 86 | 2039-2048 | |
| 83 | Jean Chéron | 85 | 2015-2025 | |
| 83 | Jon Wilson | 85 | 2018-2028 | |
| 85 | Ben Brewer | 84 | 2015-2026 | |
| 86 | Daryl Ford | 83 | 2015-2033 | |
| 86 | Ron Herbert | 83 | 2029-2040 | |
| 86 | Marcos Román | 83 | 2035-2046 | |
| 89 | Scott Banda# | 82 | 2036-2047 | |
| 89 | Pascal Bonnefoy | 82 | 2015-2025 | |
| 91 | Ed Barnaby | 81 | 2017-2026 | |
| 91 | Bill Lehman | 81 | 2016-2023 | |
| 91 | Gustavo Ramos | 81 | 2015-2022 | |
| 94 | Carl Cardny | 80 | 2015-2021 | |
| 94 | Miguel Villegas | 80 | 2015-2023 | |
| 96 | Roosevelt Gilbert | 79 | 2015-2022 | |
| 96 | Ramón Vázquez# | 79 | 2037-2048 | |
| 98 | Steve Foster | 78 | 2016-2032 | |
| 99 | Shannon Freake | 77 | 2032-2047 | |
| 100 | Marcus Chambers | 76 | 2030-2037 |
