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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Gil Dial# | 39 | 2050-2055 | |
| 2 | Raymond Julien# | 38 | 2050-2055 | |
| 3 | Daniel Tiant | 37 | 2043-2046 | |
| 4 | John Holwell# | 35 | 2050-2055 | |
| 5 | Lawrence Dugas# | 34 | 2050-2055 | |
| 5 | Tom Simmons# | 34 | 2050-2055 | |
| 7 | Dave Joseph# | 33 | 2051-2056 | |
| 8 | Dan Power | 31 | 2046-2050 | |
| 8 | Sean Saunders# | 31 | 2050-2055 | |
| 10 | Danny Callender# | 27 | 2051-2056 | |
| 10 | Vincent Kerr# | 27 | 2050-2055 | |
| 10 | Juan Luna | 27 | 2037-2042 | |
| 13 | Ken Lavigne | 26 | 2040-2045 | |
| 13 | Clayton Morash | 26 | 2046-2050 | |
| 15 | Pat Peyton | 25 | 2050-2055 | |
| 15 | Steven Shiplack# | 25 | 2050-2055 | |
| 17 | Ernst Hapgood | 24 | 2045-2049 | |
| 17 | Hugh Lanning | 24 | 2046-2050 | |
| 17 | Jeremiah Roche | 24 | 2044-2048 | |
| 17 | Ron Snider | 24 | 2046-2050 | |
| 21 | River Frost | 23 | 2050-2055 | |
| 21 | Zack Hogan | 23 | 2032-2036 | |
| 21 | Danny Noseworthy# | 23 | 2043-2048 | |
| 21 | Walton Varner | 23 | 2032-2037 | |
| 21 | Royce Wellman | 23 | 2037-2042 | |
| 26 | Garland Atherton# | 22 | 2050-2055 | |
| 26 | Paul Richard# | 22 | 2045-2049 | |
| 26 | Adam Weeks | 22 | 2042-2047 | |
| 29 | Roy Birch | 21 | 2046-2050 | |
| 29 | Jerome Bray | 21 | 2050-2055 | |
| 29 | Gavin Meyer | 21 | 2042-2047 | |
| 29 | Matt Pahomes# | 21 | 2044-2047 | |
| 29 | Morgan Richard | 21 | 2038-2043 | |
| 34 | Justin Adler | 20 | 2032-2036 | |
| 34 | Danny Barnaby | 20 | 2041-2046 | |
| 34 | Bob Briggs | 20 | 2043-2047 | |
| 34 | Jonathan Evans | 20 | 2045-2049 | |
| 34 | Sonny Moriarty | 20 | 2040-2045 | |
| 34 | Zach Whitman | 20 | 2050-2055 | |
| 40 | Mike Allard | 19 | 2045-2049 | |
| 40 | Leif Hooper | 19 | 2037-2042 | |
| 40 | Ward Nielsen# | 19 | 2044-2049 | |
| 40 | Mark Stuckey# | 19 | 2051-2056 | |
| 40 | Mike Walker | 19 | 2042-2046 | |
| 45 | John Brett# | 18 | 2056-2058 | |
| 45 | Gary Halliwell# | 18 | 2050-2055 | |
| 45 | Al Hennessey# | 18 | 2050-2055 | |
| 45 | Kyle Joy | 18 | 2045-2049 | |
| 45 | Bill Montgomery | 18 | 2032-2036 | |
| 50 | Glenn Armstrong | 17 | 2044-2048 | |
| 50 | Glen Bandelow | 17 | 2051-2056 | |
| 50 | Ben Charron | 17 | 2032-2037 | |
| 50 | Bruce Gaulton# | 17 | 2046-2050 | |
| 50 | Nicolas Haddad | 17 | 2042-2047 | |
| 50 | Chris Haines# | 17 | 2050-2055 | |
| 50 | Davy Holland | 17 | 2032-2036 | |
| 50 | Tim Rae# | 17 | 2056-2058 | |
| 50 | Ed Roach | 17 | 2045-2049 | |
| 50 | Bob Taylor | 17 | 2039-2044 | |
| 50 | Conor Webb# | 17 | 2040-2045 | |
| 61 | Mike Aucoin | 16 | 2044-2049 | |
| 61 | Randy Beaupre | 16 | 2038-2043 | |
| 61 | Glenn Carty | 16 | 2044-2049 | |
| 61 | Nelson Foley | 16 | 2043-2047 | |
| 61 | Jonathan Heap# | 16 | 2056-2058 | |
| 61 | Harley Johnson# | 16 | 2042-2047 | |
| 61 | Christian O'Leary | 16 | 2041-2045 | |
| 61 | Pat Toope# | 16 | 2044-2049 | |
| 69 | Henry Bigalow | 15 | 2046-2050 | |
| 69 | Stephen Dillon | 15 | 2043-2048 | |
| 69 | Stone Haley | 15 | 2044-2048 | |
| 69 | Stephen Lau | 15 | 2032-2036 | |
| 69 | Dan Lovell | 15 | 2033-2035 | |
| 69 | Jim Mullins | 15 | 2038-2043 | |
| 69 | Hoyt Storey | 15 | 2045-2049 | |
| 69 | Brian Thexton | 15 | 2045-2049 | |
| 69 | Eddy Watts | 15 | 2043-2047 | |
| 78 | Steve Brackett | 14 | 2046-2050 | |
| 78 | Ed Bungay | 14 | 2050-2054 | |
| 78 | Russ Jackman | 14 | 2050-2055 | |
| 78 | Paul Jewers | 14 | 2042-2046 | |
| 78 | Gene Legrow | 14 | 2037-2042 | |
| 78 | Duane McAlister | 14 | 2038-2044 | |
| 78 | Philip Merz# | 14 | 2051-2056 | |
| 78 | Paul Penfield | 14 | 2050-2055 | |
| 78 | Grant Warren# | 14 | 2056-2058 | |
| 78 | Roy Weareorwear# | 14 | 2057-2058 | |
| 88 | Jim Boutilier# | 13 | 2056-2058 | |
| 88 | Larry Coburn | 13 | 2043-2048 | |
| 88 | Kenny Davies | 13 | 2039-2044 | |
| 88 | Troy Dryden | 13 | 2046-2050 | |
| 88 | Harry Eddy# | 13 | 2051-2056 | |
| 88 | Guy Jean | 13 | 2051-2056 | |
| 88 | Shane Laviolette | 13 | 2044-2047 | |
| 88 | Scott Pritchett | 13 | 2050-2055 | |
| 96 | Mark Backstrom | 12 | 2037-2041 | |
| 96 | Wayne Balaski# | 12 | 2056-2058 | |
| 96 | Clarence Byrd | 12 | 2018-2018 | |
| 96 | Ed Callaghan | 12 | 2039-2044 | |
| 96 | Bernie Casey | 12 | 2039-2044 |
