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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Pat Hunt | 50 | 2017-2029 | |
| 2 | Juan Pérez | 38 | 2017-2023 | |
| 3 | Daryl Benstead# | 37 | 2042-2047 | |
| 4 | Lance de Valk | 35 | 2025-2030 | |
| 4 | Bill Tennant | 35 | 2039-2042 | |
| 6 | John Ball | 34 | 2023-2031 | |
| 6 | Ken Carter | 34 | 2017-2025 | |
| 8 | Carlos Hernández | 33 | 2021-2028 | |
| 8 | Calle Lagerkvist | 33 | 2036-2043 | |
| 10 | César González | 31 | 2020-2029 | |
| 10 | Ronald Love# | 31 | 2045-2048 | |
| 10 | Kliment Spirk | 31 | 2031-2036 | |
| 13 | Joe Holland | 30 | 2034-2040 | |
| 14 | Hildo van Doorn | 29 | 2040-2042 | |
| 15 | Ben Logan | 28 | 2019-2023 | |
| 16 | Shawn Arnold | 27 | 2017-2020 | |
| 16 | Luis Castrejón | 27 | 2024-2029 | |
| 16 | Paco Hernández | 27 | 2021-2027 | |
| 16 | Aurelio López | 27 | 2019-2021 | |
| 16 | Leif Mayer | 27 | 2024-2029 | |
| 16 | Osiris St. Brown | 27 | 2032-2035 | |
| 16 | Gaberiela Tatafu | 27 | 2040-2043 | |
| 23 | Norberto Concepción | 26 | 2029-2032 | |
| 23 | Foeke Reus# | 26 | 2042-2047 | |
| 23 | Homer Sanders# | 26 | 2045-2048 | |
| 23 | Stanley Williams | 26 | 2017-2020 | |
| 27 | José Colón | 25 | 2034-2040 | |
| 27 | Severiano Duclos | 25 | 2018-2021 | |
| 27 | Pedro Reynoso | 25 | 2029-2032 | |
| 27 | Byron Rosebotham | 25 | 2029-2034 | |
| 27 | Mang Zhong# | 25 | 2042-2048 | |
| 32 | Johnnie Bough | 24 | 2026-2032 | |
| 32 | Roberto Cabrera | 24 | 2037-2040 | |
| 32 | John Hamilton | 24 | 2017-2027 | |
| 32 | Pat Horton | 24 | 2021-2022 | |
| 32 | Jesús López | 24 | 2015-2021 | |
| 32 | José López | 24 | 2032-2035 | |
| 32 | Mathieu Neri | 24 | 2024-2033 | |
| 32 | Arthur Stevenson# | 24 | 2042-2045 | |
| 32 | Lester Sullivan | 24 | 2018-2020 | |
| 41 | Heath Brown# | 23 | 2040-2041 | |
| 41 | Dan Carter# | 23 | 2043-2045 | |
| 41 | Jeff Cox | 23 | 2018-2021 | |
| 41 | Mike Foltynewicz | 23 | 2026-2028 | |
| 41 | Ken French | 23 | 2034-2039 | |
| 41 | Kazuchika Okada | 23 | 2034-2036 | |
| 41 | Titus Parson | 23 | 2023-2027 | |
| 48 | Fernando Elías | 22 | 2031-2034 | |
| 48 | Hirokichi Kichida | 22 | 2018-2020 | |
| 48 | Hercules Mata'afa | 22 | 2031-2035 | |
| 48 | Doruk Oyan | 22 | 2020-2022 | |
| 48 | Donnie Rawling | 22 | 2038-2041 | |
| 48 | Arturo Sánchez# | 22 | 2044-2047 | |
| 48 | Yuan Thian# | 22 | 2046-2048 | |
| 55 | Devoid Couch | 21 | 2038-2039 | |
| 55 | Jamey Crockett | 21 | 2030-2033 | |
| 55 | Ramón Flores | 21 | 2037-2039 | |
| 55 | Christian Harris | 21 | 2025-2029 | |
| 55 | Maxime Janssens | 21 | 2026-2027 | |
| 55 | Ollie McDaniell | 21 | 2031-2032 | |
| 55 | Adam Oldenkamp | 21 | 2030-2033 | |
| 55 | Luis Ortíz | 21 | 2020-2026 | |
| 55 | Joseph Reed | 21 | 2018-2023 | |
| 64 | Darius Baxa | 20 | 2027-2028 | |
| 64 | Jorge Carrión | 20 | 2020-2025 | |
| 64 | Joel Farrell | 20 | 2030-2031 | |
| 64 | Tom Gaillard | 20 | 2015-2018 | |
| 64 | Hong-bin Hua | 20 | 2033-2034 | |
| 64 | Teddy Jones | 20 | 2020-2022 | |
| 64 | Tomás Mata | 20 | 2039-2041 | |
| 64 | Kyle McPherson | 20 | 2018-2023 | |
| 64 | Phil Miller | 20 | 2026-2028 | |
| 64 | Wally Moon# | 20 | 2043-2047 | |
| 64 | César Morales | 20 | 2039-2042 | |
| 64 | Carlos Méndez | 20 | 2019-2020 | |
| 64 | Aurelio Ortíz | 20 | 2036-2040 | |
| 77 | Art Adams | 19 | 2017-2019 | |
| 77 | Theodosio Brederode# | 19 | 2042-2046 | |
| 77 | Benjamin Brouwer | 19 | 2021-2022 | |
| 77 | William Gordon# | 19 | 2044-2047 | |
| 77 | Javier Mena | 19 | 2026-2032 | |
| 77 | Pedro Montáñez | 19 | 2041-2044 | |
| 77 | Jeff Morehead# | 19 | 2047-2048 | |
| 77 | Ramón Ocegueda | 19 | 2029-2032 | |
| 77 | Doppo Omikado | 19 | 2029-2032 | |
| 77 | Dave Seals | 19 | 2025-2028 | |
| 77 | Dave Shepard | 19 | 2039-2041 | |
| 77 | Lawrence Swift | 19 | 2034-2039 | |
| 77 | Vernon Turner | 19 | 2023-2027 | |
| 77 | António Uribe | 19 | 2018-2021 | |
| 77 | Loeck Visser | 19 | 2023-2027 | |
| 92 | Greg Ayala | 18 | 2044-2048 | |
| 92 | Gregory Collins# | 18 | 2043-2045 | |
| 92 | Melvin Conner | 18 | 2037-2041 | |
| 92 | José Cotilla | 18 | 2029-2030 | |
| 92 | Paddy de Klerk | 18 | 2037-2042 | |
| 92 | Ralph DePalma# | 18 | 2033-2035 | |
| 92 | Craig Fitzgerald# | 18 | 2034-2035 | |
| 92 | Mark Garrett | 18 | 2036-2040 | |
| 92 | Carlos González | 18 | 2036-2039 |
