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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Phil Doyle | 101 | 2029-2042 | |
| 2 | Matt Baker | 97 | 2033-2045 | |
| 2 | Victor de la Fuente | 97 | 2018-2030 | |
| 4 | Frantz Dopfer | 96 | 2029-2043 | |
| 4 | Mike Pula | 96 | 2028-2043 | |
| 6 | Jose Gonzales | 93 | 2030-2046 | |
| 7 | Wayne Hingtgen | 90 | 2027-2041 | |
| 8 | Shurik Neretin# | 88 | 2034-2047 | |
| 9 | Nate Crockett# | 86 | 2030-2047 | |
| 9 | Joel Valenzuela | 86 | 2033-2045 | |
| 11 | Donte Fulton | 84 | 2027-2039 | |
| 12 | Guillermo Vega | 83 | 2030-2042 | |
| 13 | Jared Sears | 82 | 2032-2044 | |
| 14 | Kyle Meadors# | 79 | 2031-2042 | |
| 15 | Kelly Halfyard | 78 | 2033-2046 | |
| 16 | Edwin Alvarez# | 76 | 2028-2047 | |
| 16 | Dave Reed# | 76 | 2034-2044 | |
| 18 | Fedya Dar'in# | 75 | 2031-2047 | |
| 18 | Eduardo Romero | 75 | 2030-2043 | |
| 20 | Josh Marshall | 72 | 2028-2041 | |
| 20 | Pat Middleton | 72 | 2029-2044 | |
| 20 | Marco Pagan# | 72 | 2031-2047 | |
| 23 | Jim Antar | 71 | 2028-2046 | |
| 23 | Tristan Cooper | 71 | 2026-2040 | |
| 23 | Mark Jory | 71 | 2023-2031 | |
| 23 | Mike Williams | 71 | 2033-2044 | |
| 27 | Tomas Cortez | 70 | 2020-2028 | |
| 27 | Adam Moore# | 70 | 2037-2044 | |
| 29 | Edwin Leos | 69 | 2032-2043 | |
| 30 | Ricky Arriola | 68 | 2035-2045 | |
| 31 | Cole Call# | 67 | 2039-2047 | |
| 31 | Justin McDougal# | 67 | 2030-2045 | |
| 33 | Matt Gaze | 66 | 2031-2046 | |
| 33 | Ryan Quinn | 66 | 2022-2031 | |
| 33 | Ernesto Rubio | 66 | 2021-2033 | |
| 33 | Paul Upton | 66 | 2029-2043 | |
| 37 | Chaz Foster# | 64 | 2033-2047 | |
| 37 | Mike Hodgson | 64 | 2019-2029 | |
| 37 | Greg Sebera# | 64 | 2036-2042 | |
| 37 | Logan Wilson | 64 | 2022-2032 | |
| 41 | Vince Collins# | 62 | 2036-2045 | |
| 41 | Jamie Kirchner# | 62 | 2027-2047 | |
| 41 | Chris Lacey | 62 | 2031-2043 | |
| 41 | Steve Runk# | 62 | 2040-2047 | |
| 41 | Marty Valera | 62 | 2027-2035 | |
| 46 | Michael Estes# | 61 | 2033-2047 | |
| 46 | Justin Lewis# | 61 | 2034-2047 | |
| 46 | Mike Orr | 61 | 2034-2046 | |
| 46 | Kevin Renninger# | 61 | 2040-2047 | |
| 50 | Pedro Moreno | 60 | 2036-2044 | |
| 50 | Mike Penn | 60 | 2030-2043 | |
| 50 | Dave Santilli | 60 | 2021-2031 | |
| 53 | Mike Pentland# | 59 | 2028-2047 | |
| 54 | Justin Donahue# | 58 | 2036-2047 | |
| 55 | Gabe Altabani | 57 | 2034-2044 | |
| 55 | Keiji Muranaka | 57 | 2027-2035 | |
| 55 | Jon Torres# | 57 | 2033-2046 | |
| 58 | Eric Nelson | 56 | 2037-2044 | |
| 58 | Willie Ochoa | 56 | 2018-2024 | |
| 58 | Chris Roberts# | 56 | 2034-2043 | |
| 61 | Edgar Contreras | 55 | 2031-2036 | |
| 61 | Jesse Heflin | 55 | 2035-2044 | |
| 61 | Joel Jones | 55 | 2032-2042 | |
| 61 | Mike Mark | 55 | 2032-2043 | |
| 61 | Isaias Martinez | 55 | 2025-2036 | |
| 66 | Eric Cline | 54 | 2039-2044 | |
| 66 | Jon Perez | 54 | 2026-2043 | |
| 66 | Edgar Valencia | 54 | 2030-2046 | |
| 66 | Mike Washam | 54 | 2019-2025 | |
| 70 | Stephen Ennis | 53 | 2038-2044 | |
| 70 | Ramon Jacquez# | 53 | 2030-2043 | |
| 70 | Henry Jauregui | 53 | 2032-2046 | |
| 70 | Chris Nelson | 53 | 2032-2045 | |
| 70 | Chris Schott | 53 | 2031-2043 | |
| 70 | David Wheeler# | 53 | 2043-2047 | |
| 76 | Luis Almanza# | 52 | 2028-2046 | |
| 76 | Jamie Conway# | 52 | 2037-2047 | |
| 76 | John Roberts | 52 | 2018-2026 | |
| 76 | Keith Schmitt | 52 | 2034-2044 | |
| 76 | Bobby Westpfahl | 52 | 2020-2028 | |
| 81 | Jeff Burns | 51 | 2030-2043 | |
| 81 | Larry Collier# | 51 | 2037-2040 | |
| 81 | Brad Griffitts# | 51 | 2039-2045 | |
| 81 | Mario Hernandez# | 51 | 2038-2047 | |
| 81 | Nate Jeney | 51 | 2037-2043 | |
| 86 | Jesus Archibeque# | 50 | 2037-2045 | |
| 86 | D.J. Lantz | 50 | 2033-2044 | |
| 86 | Alexei Liberman | 50 | 2027-2042 | |
| 86 | Thomas Lloyd# | 50 | 2028-2047 | |
| 86 | John Maier | 50 | 2028-2043 | |
| 86 | Troy Workman | 50 | 2021-2028 | |
| 92 | Dave Bair | 49 | 2022-2028 | |
| 92 | Adam Bracamonte | 49 | 2018-2027 | |
| 92 | Kiyonobu Sasaki | 49 | 2027-2033 | |
| 95 | John Brennan | 48 | 2024-2033 | |
| 95 | Kyle Chitwood | 48 | 2026-2031 | |
| 95 | Chad Jimenes | 48 | 2021-2031 | |
| 95 | Tim Kirby | 48 | 2018-2026 | |
| 95 | Joe Lindsley | 48 | 2022-2029 | |
| 95 | Landon Paulick# | 48 | 2040-2046 |
