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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dave Miller | 113 | 2032-2042 | |
| 2 | Marvin Gill | 70 | 2035-2045 | |
| 3 | Carlos Minjares# | 69 | 2040-2048 | |
| 4 | Ron Duval | 62 | 2032-2040 | |
| 5 | Roger Michaud | 52 | 2026-2032 | |
| 6 | Jim García# | 51 | 2036-2043 | |
| 7 | Michael Albert# | 50 | 2041-2048 | |
| 7 | Luis Fernández | 50 | 2025-2029 | |
| 7 | Ricardo Rosado# | 50 | 2043-2048 | |
| 10 | Fred James | 49 | 2015-2022 | |
| 11 | Trent Cashman | 47 | 2035-2041 | |
| 11 | Norm Leonard | 47 | 2039-2046 | |
| 13 | Rubén Analco# | 46 | 2040-2046 | |
| 13 | Lou Hoskin | 46 | 2021-2026 | |
| 13 | Lawrence Norman# | 46 | 2038-2045 | |
| 16 | Jing-bo Kwan | 45 | 2031-2034 | |
| 16 | Tillmão Pessao | 45 | 2026-2030 | |
| 16 | John Weatherstone | 45 | 2037-2044 | |
| 19 | Shunen Ageda | 44 | 2024-2027 | |
| 19 | Hirofumi Oike | 44 | 2021-2025 | |
| 21 | Jason Connel# | 43 | 2042-2048 | |
| 21 | Steven Green | 43 | 2015-2022 | |
| 21 | Nick Higgs | 43 | 2017-2022 | |
| 21 | Jim Muller | 43 | 2036-2042 | |
| 21 | Bill Singleton | 43 | 2016-2019 | |
| 26 | Paul Arthur# | 42 | 2043-2047 | |
| 26 | Petri Leskinen | 42 | 2041-2047 | |
| 26 | Robert McDormand | 42 | 2035-2044 | |
| 26 | Mike Simmons | 42 | 2026-2031 | |
| 26 | Orlando Valenzuela | 42 | 2035-2040 | |
| 31 | Jeremy Bell# | 41 | 2035-2041 | |
| 31 | Lawrence Gregory | 41 | 2016-2021 | |
| 31 | José Mata | 41 | 2025-2028 | |
| 31 | Eric Wheeler | 41 | 2016-2022 | |
| 35 | Robert Dwyer | 40 | 2018-2022 | |
| 35 | Dan Pollard | 40 | 2024-2035 | |
| 35 | Sylvain Rossignol | 40 | 2016-2019 | |
| 35 | Ray Schaeffer# | 40 | 2039-2042 | |
| 35 | Lewis Williams | 40 | 2018-2024 | |
| 40 | Ryan Bickel# | 39 | 2043-2047 | |
| 40 | Michael Fullerton | 39 | 2026-2031 | |
| 40 | Augusto González# | 39 | 2036-2040 | |
| 40 | Jesús López# | 39 | 2042-2046 | |
| 40 | Bill Scott | 39 | 2015-2028 | |
| 40 | Barney Thexton# | 39 | 2044-2048 | |
| 46 | Billy Allen | 38 | 2021-2026 | |
| 46 | Mike Guillet | 38 | 2034-2040 | |
| 46 | Jean Jamet | 38 | 2018-2023 | |
| 46 | Graham Lucas# | 38 | 2044-2048 | |
| 50 | Hai-feng Jiao# | 37 | 2036-2041 | |
| 50 | Juan Jose Molina | 37 | 2035-2040 | |
| 50 | Jim Neal | 37 | 2036-2038 | |
| 50 | Ichiro Ohayashi | 37 | 2018-2023 | |
| 50 | Jamie Potts | 37 | 2017-2020 | |
| 55 | Júlio Castro# | 36 | 2037-2040 | |
| 55 | Tim Hampton | 36 | 2032-2041 | |
| 55 | King Holliday | 36 | 2041-2047 | |
| 55 | Trevor Long# | 36 | 2041-2045 | |
| 55 | Dorian May# | 36 | 2039-2043 | |
| 55 | Yves Mendes | 36 | 2025-2028 | |
| 55 | Carlos Moreno# | 36 | 2035-2039 | |
| 55 | Arnold O'Sullivan | 36 | 2033-2037 | |
| 55 | Noriyuki Sakuma# | 36 | 2036-2040 | |
| 64 | Lou Carty | 35 | 2034-2039 | |
| 64 | Hubert Chemin | 35 | 2023-2027 | |
| 64 | Steve Murphy | 35 | 2032-2038 | |
| 64 | Bill O'Brian | 35 | 2019-2025 | |
| 64 | Javier Palmeiro | 35 | 2022-2027 | |
| 64 | Fred Riley | 35 | 2021-2023 | |
| 64 | Ju-ao Sheng | 35 | 2026-2029 | |
| 64 | Lonnie Thomas | 35 | 2018-2024 | |
| 72 | Steffen Brooks# | 34 | 2034-2038 | |
| 72 | António Gómez | 34 | 2020-2023 | |
| 72 | Stephen Hubbard | 34 | 2023-2026 | |
| 72 | Ernie Moreau | 34 | 2022-2028 | |
| 72 | Tom Porter | 34 | 2019-2022 | |
| 72 | Elijah Rice | 34 | 2017-2022 | |
| 72 | John Silander | 34 | 2018-2021 | |
| 72 | Bryn Trudel | 34 | 2026-2029 | |
| 72 | Jonathan Weaver | 34 | 2019-2023 | |
| 81 | Wes Barnes | 33 | 2019-2024 | |
| 81 | George Hicken | 33 | 2033-2041 | |
| 81 | Don MacEachern | 33 | 2015-2016 | |
| 81 | Harry Martin | 33 | 2016-2022 | |
| 81 | J.J. Walker# | 33 | 2044-2048 | |
| 81 | John Wilson | 33 | 2031-2038 | |
| 87 | John Farr | 32 | 2029-2039 | |
| 87 | Russ Fraser | 32 | 2040-2043 | |
| 87 | Dan Hoffman# | 32 | 2042-2047 | |
| 87 | Bailey Kachmar | 32 | 2026-2030 | |
| 87 | Jim Proulx | 32 | 2018-2025 | |
| 87 | Perry Sullivan | 32 | 2017-2019 | |
| 93 | Rick Carlton | 31 | 2037-2041 | |
| 93 | Felipe Durán | 31 | 2044-2048 | |
| 93 | Domingo García | 31 | 2027-2031 | |
| 93 | Bob Harris# | 31 | 2032-2036 | |
| 93 | Pascal Leclerc | 31 | 2017-2019 | |
| 93 | Harold Peters | 31 | 2032-2035 | |
| 93 | Rafael Rodríguez | 31 | 2024-2027 | |
| 93 | Mitch Shere | 31 | 2032-2034 |
