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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ken Diven# | 59 | 2048-2052 | |
| 2 | Ed Yuke | 57 | 2013-2020 | |
| 3 | Jesus Leon | 52 | 2049-2052 | |
| 4 | Jose Marquez | 51 | 2049-2052 | |
| 4 | Quinn O'Neil# | 51 | 2054-2058 | |
| 4 | Victor Vicente# | 51 | 2048-2053 | |
| 7 | Josh Moxon# | 48 | 2051-2057 | |
| 8 | Ánibal Altichioro | 46 | 2024-2028 | |
| 8 | Alpha Kennison# | 46 | 2054-2058 | |
| 8 | Ed Latos | 46 | 2050-2052 | |
| 11 | Dennis Simmonds# | 44 | 2053-2058 | |
| 12 | Chris Ellis# | 43 | 2048-2052 | |
| 12 | Angelo Perez# | 43 | 2049-2053 | |
| 14 | Blake Mastromarino | 42 | 2045-2048 | |
| 15 | Jake Deming# | 41 | 2054-2058 | |
| 15 | Kyle Frazier# | 41 | 2051-2057 | |
| 15 | Alex Jimenez# | 41 | 2053-2057 | |
| 15 | Javy Sanchez# | 41 | 2052-2055 | |
| 15 | Izzy Vega# | 41 | 2052-2055 | |
| 20 | Pete Findling# | 40 | 2054-2058 | |
| 20 | Clay Tedesco# | 40 | 2056-2058 | |
| 20 | Leo Vazquez# | 40 | 2050-2057 | |
| 23 | Danny Avilez# | 39 | 2055-2058 | |
| 24 | Mike Gardner# | 38 | 2048-2053 | |
| 24 | Travis Needham# | 38 | 2055-2058 | |
| 24 | Jesus Urenda# | 38 | 2053-2058 | |
| 27 | Rafael Barreto# | 37 | 2056-2058 | |
| 27 | Mike Harper | 37 | 2015-2019 | |
| 29 | Blaine Fought# | 36 | 2051-2054 | |
| 29 | Miguel Garza# | 36 | 2054-2057 | |
| 29 | Barrett Lamb | 36 | 2029-2032 | |
| 29 | Neal Mastro | 36 | 2051-2053 | |
| 29 | Orlando Rivas | 36 | 2030-2039 | |
| 29 | Jim Shaffner | 36 | 2039-2042 | |
| 29 | Jon Wambach# | 36 | 2056-2058 | |
| 36 | Eddy Aguilar | 35 | 2031-2035 | |
| 36 | David Guzman | 35 | 2029-2031 | |
| 36 | B.J. Hitchcock# | 35 | 2051-2058 | |
| 36 | Kyle King | 35 | 2052-2057 | |
| 36 | Douggie Pitchford | 35 | 2027-2029 | |
| 36 | Edwin Roque# | 35 | 2050-2053 | |
| 36 | Pedro Rosário | 35 | 2014-2016 | |
| 43 | Mike Carter | 34 | 2013-2016 | |
| 43 | Willard Cote# | 34 | 2055-2058 | |
| 43 | Justin Horn | 34 | 2050-2054 | |
| 43 | Jason Jackson# | 34 | 2054-2057 | |
| 43 | Marcos Marino | 34 | 2023-2030 | |
| 43 | Cory Roberts | 34 | 2033-2037 | |
| 43 | Chris Santana# | 34 | 2054-2058 | |
| 43 | Song Wa | 34 | 2018-2020 | |
| 51 | Chris Callon# | 33 | 2054-2058 | |
| 51 | Jaime González | 33 | 2015-2018 | |
| 51 | Ijaz Kharoti | 33 | 2024-2039 | |
| 51 | John Koenig | 33 | 2038-2042 | |
| 51 | Jose Montalvo | 33 | 2033-2036 | |
| 51 | Eisuke Ota | 33 | 2023-2025 | |
| 51 | Ernesto Sanchez | 33 | 2044-2046 | |
| 51 | Zhong Shi | 33 | 2020-2031 | |
| 59 | Dao-zi Chou | 32 | 2026-2029 | |
| 59 | Andy Ericson | 32 | 2049-2050 | |
| 59 | Bob Goudie | 32 | 2013-2015 | |
| 59 | John Hoy | 32 | 2038-2040 | |
| 59 | Casey Mancini# | 32 | 2051-2057 | |
| 59 | Ahavaniya Masrani | 32 | 2018-2026 | |
| 59 | Jason Murphy# | 32 | 2054-2058 | |
| 59 | Luis Rivera# | 32 | 2053-2057 | |
| 59 | Terrence Sepkiechler Jr.# | 32 | 2054-2058 | |
| 59 | Josh Setliff# | 32 | 2051-2055 | |
| 69 | Gabriel Bernard | 31 | 2027-2029 | |
| 69 | Dan Fay# | 31 | 2054-2057 | |
| 69 | Kuniyoshi Kameda# | 31 | 2053-2055 | |
| 69 | Takeo Okada# | 31 | 2056-2058 | |
| 69 | Dave Pinkley | 31 | 2039-2042 | |
| 69 | Kelvin Reyes# | 31 | 2054-2058 | |
| 69 | Franklin Samudid# | 31 | 2052-2054 | |
| 69 | Matt Seals | 31 | 2042-2048 | |
| 69 | Ben Sisley# | 31 | 2054-2057 | |
| 78 | Bradley Bowra | 30 | 2020-2023 | |
| 78 | Ezequiel Estrada# | 30 | 2054-2057 | |
| 78 | Trent Farmer | 30 | 2042-2045 | |
| 78 | Luke Feimster# | 30 | 2055-2058 | |
| 78 | Jean-Marie Ferrer | 30 | 2052-2055 | |
| 78 | Jeremy Fisher | 30 | 2012-2013 | |
| 78 | Kyle Gamber | 30 | 2038-2041 | |
| 78 | Kevin Gaydos# | 30 | 2054-2056 | |
| 78 | Ignacio Gil | 30 | 2043-2044 | |
| 78 | Kyle Hillestad# | 30 | 2054-2057 | |
| 78 | Jason Koenig# | 30 | 2046-2050 | |
| 78 | John Nielsen# | 30 | 2055-2057 | |
| 78 | Pedre Pedrogo | 30 | 2024-2029 | |
| 91 | Hidetada Abe | 29 | 2024-2038 | |
| 91 | Emílio Buenvenida | 29 | 2032-2033 | |
| 91 | Ryan Caponi# | 29 | 2050-2054 | |
| 91 | Blaine Howard# | 29 | 2055-2058 | |
| 91 | Daniel Humphries# | 29 | 2049-2053 | |
| 91 | John Huo | 29 | 2027-2031 | |
| 91 | Nakamaro Kichida | 29 | 2021-2028 | |
| 91 | Pat McConnell | 29 | 2025-2028 | |
| 91 | Mark Munter | 29 | 2041-2042 | |
| 91 | Sandy Ponce | 29 | 2033-2036 |
