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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lodewijk van Rheenen# | 95 | 2033-2047 | |
| 2 | Nathan Whitton | 93 | 2030-2045 | |
| 3 | José Tapia# | 81 | 2038-2048 | |
| 4 | Xiao-gang Kung# | 80 | 2038-2048 | |
| 5 | Bolodenka Pohojaev | 77 | 2020-2030 | |
| 6 | John Brown# | 75 | 2034-2047 | |
| 7 | Benjamin Chevrier | 73 | 2025-2034 | |
| 7 | Simon Olivier# | 73 | 2035-2048 | |
| 9 | Jean Martin | 72 | 2015-2023 | |
| 10 | Rusty Auld | 68 | 2035-2045 | |
| 11 | Jim English | 67 | 2037-2044 | |
| 11 | Carlos Usino | 67 | 2024-2033 | |
| 13 | Anthony Lindsey | 66 | 2024-2036 | |
| 14 | Jeremy Schuster | 65 | 2036-2047 | |
| 15 | Manny López | 64 | 2035-2042 | |
| 15 | Carlos Padilla | 64 | 2027-2035 | |
| 15 | Brian Walker | 64 | 2034-2047 | |
| 18 | Jim Brady | 63 | 2033-2044 | |
| 18 | Luis Farga# | 63 | 2040-2048 | |
| 18 | Li-xue Jong | 63 | 2031-2038 | |
| 18 | Rickey King | 63 | 2027-2040 | |
| 22 | Anthony Irish | 62 | 2030-2041 | |
| 23 | Jeremy Bell# | 60 | 2041-2048 | |
| 23 | Jean-Loup Duval | 60 | 2023-2030 | |
| 23 | Thomas Lemoine# | 60 | 2037-2048 | |
| 23 | John Turner | 60 | 2019-2026 | |
| 27 | Terry Fry | 59 | 2015-2024 | |
| 27 | Chance Swerdlove | 59 | 2026-2035 | |
| 29 | Manny Durango | 58 | 2023-2036 | |
| 29 | Steve Gonzales | 58 | 2035-2047 | |
| 29 | Weston Manuel# | 58 | 2037-2048 | |
| 29 | Maxime Monnet | 58 | 2034-2045 | |
| 29 | Al O'Callahan | 58 | 2027-2032 | |
| 29 | Bill Singleton | 58 | 2019-2025 | |
| 35 | Everton Mounsey# | 57 | 2031-2047 | |
| 35 | Randy Sparks | 57 | 2032-2044 | |
| 35 | Bob Talbot | 57 | 2015-2024 | |
| 35 | Larry Walker# | 57 | 2039-2047 | |
| 39 | Dave Bell | 56 | 2032-2044 | |
| 39 | Lou Carty | 56 | 2040-2047 | |
| 39 | Tim McFadyen | 56 | 2028-2039 | |
| 42 | Errol Auld | 55 | 2019-2031 | |
| 42 | Dave Coffman | 55 | 2033-2047 | |
| 42 | Al Lynch | 55 | 2015-2020 | |
| 42 | Rubén Perguero# | 55 | 2042-2048 | |
| 46 | Dave Bartlatt | 54 | 2028-2042 | |
| 46 | Arturo Confesora | 54 | 2024-2035 | |
| 46 | Ed Lannigan | 54 | 2040-2048 | |
| 46 | Dennis Tynes | 54 | 2021-2035 | |
| 50 | António Estrada | 52 | 2017-2030 | |
| 50 | Jean-Pierre Lejeune | 52 | 2030-2037 | |
| 50 | Manuel Rodríguez# | 52 | 2038-2048 | |
| 53 | Shawn Bruce | 51 | 2025-2032 | |
| 53 | Chad Byford | 51 | 2015-2024 | |
| 53 | Alberto Espinoza# | 51 | 2037-2046 | |
| 53 | Roberto Farías | 51 | 2025-2035 | |
| 53 | Michael Hamilton | 51 | 2035-2047 | |
| 53 | Kent Hardin | 51 | 2037-2047 | |
| 53 | Jim Ren | 51 | 2032-2038 | |
| 53 | Sergio Rodríguez | 51 | 2028-2034 | |
| 61 | Ernie Henderson | 50 | 2033-2047 | |
| 62 | Porter Bradley | 49 | 2032-2047 | |
| 62 | Don MacEachern | 49 | 2016-2025 | |
| 62 | Eddy Mullins | 49 | 2020-2029 | |
| 62 | Thomas Nicholson | 49 | 2037-2044 | |
| 66 | Olivier Bernard | 48 | 2015-2022 | |
| 66 | John Deschamps | 48 | 2034-2043 | |
| 66 | Rod Hankins | 48 | 2030-2040 | |
| 66 | Kenneth McSwain | 48 | 2021-2037 | |
| 66 | Mark Reddy | 48 | 2029-2036 | |
| 66 | Ángel Salgardo | 48 | 2031-2042 | |
| 66 | John Shiplack | 48 | 2016-2024 | |
| 66 | Cal Zimmerman# | 48 | 2032-2043 | |
| 74 | Dale Flowers | 47 | 2037-2043 | |
| 74 | Wilbert Louis | 47 | 2033-2044 | |
| 76 | Julius Barton | 46 | 2015-2020 | |
| 76 | Pascal Blanc | 46 | 2015-2021 | |
| 76 | Robert Campbell | 46 | 2015-2021 | |
| 76 | Ernest Ferguson# | 46 | 2042-2048 | |
| 76 | Jim García# | 46 | 2043-2048 | |
| 76 | Yoo-chul Lee | 46 | 2020-2034 | |
| 76 | Philippe Lucas | 46 | 2039-2047 | |
| 76 | Mike O'Toole | 46 | 2033-2043 | |
| 76 | Rob Ray | 46 | 2021-2030 | |
| 85 | Marx Kila# | 45 | 2042-2047 | |
| 85 | Howard King | 45 | 2038-2047 | |
| 85 | Robby Lucas | 45 | 2033-2045 | |
| 85 | Norman Madden | 45 | 2022-2032 | |
| 85 | Sam Sharp | 45 | 2020-2030 | |
| 90 | Éric Arnaud | 44 | 2020-2029 | |
| 90 | Ronnie Jennings# | 44 | 2039-2048 | |
| 90 | Arvin Mille | 44 | 2032-2043 | |
| 90 | Manuel Ortíz | 44 | 2035-2040 | |
| 90 | Tom Porter | 44 | 2023-2030 | |
| 90 | Thomas Reese | 44 | 2032-2039 | |
| 90 | Glenn Rice# | 44 | 2043-2048 | |
| 90 | Tony Sarazin | 44 | 2038-2043 | |
| 90 | Rudy Scott | 44 | 2016-2020 | |
| 90 | Casey Welch | 44 | 2017-2021 | |
| 100 | Joe Vickerson# | 43 | 2042-2048 |
