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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 | Nate Crockett | 99 | 2030-2049 | |
| 3 | Matt Baker | 97 | 2033-2045 | |
| 3 | Victor de la Fuente | 97 | 2018-2030 | |
| 5 | Frantz Dopfer | 96 | 2029-2043 | |
| 5 | Mike Pula | 96 | 2028-2043 | |
| 7 | Jose Gonzales | 93 | 2030-2046 | |
| 8 | Wayne Hingtgen | 90 | 2027-2041 | |
| 9 | Shurik Neretin | 88 | 2034-2047 | |
| 10 | 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 | David Wheeler# | 74 | 2043-2050 | |
| 21 | Josh Marshall | 72 | 2028-2041 | |
| 21 | Pat Middleton | 72 | 2029-2044 | |
| 21 | Marco Pagan# | 72 | 2031-2047 | |
| 24 | Jim Antar | 71 | 2028-2046 | |
| 24 | Tristan Cooper | 71 | 2026-2040 | |
| 24 | Mark Jory | 71 | 2023-2031 | |
| 24 | Mike Williams | 71 | 2033-2044 | |
| 28 | Tomas Cortez | 70 | 2020-2028 | |
| 28 | Adam Moore# | 70 | 2037-2049 | |
| 30 | Edwin Leos | 69 | 2032-2043 | |
| 31 | Ricky Arriola | 68 | 2035-2045 | |
| 31 | Chaz Foster | 68 | 2033-2048 | |
| 33 | Cole Call | 67 | 2039-2048 | |
| 33 | Justin McDougal | 67 | 2030-2045 | |
| 35 | Matt Gaze | 66 | 2031-2046 | |
| 35 | Ryan Quinn | 66 | 2022-2031 | |
| 35 | Ernesto Rubio | 66 | 2021-2033 | |
| 35 | Paul Upton | 66 | 2029-2043 | |
| 39 | Mike Hodgson | 64 | 2019-2029 | |
| 39 | Greg Sebera | 64 | 2036-2042 | |
| 39 | Logan Wilson | 64 | 2022-2032 | |
| 42 | Vince Collins# | 63 | 2036-2050 | |
| 42 | Jamie Conway# | 63 | 2037-2051 | |
| 44 | Jamie Kirchner | 62 | 2027-2047 | |
| 44 | Chris Lacey | 62 | 2031-2043 | |
| 44 | Steve Runk | 62 | 2040-2047 | |
| 44 | Marty Valera | 62 | 2027-2035 | |
| 48 | Michael Estes | 61 | 2033-2047 | |
| 48 | Justin Lewis | 61 | 2034-2047 | |
| 48 | Mike Orr | 61 | 2034-2046 | |
| 48 | Kevin Renninger | 61 | 2040-2047 | |
| 52 | Pedro Moreno | 60 | 2036-2044 | |
| 52 | Mike Penn | 60 | 2030-2043 | |
| 52 | Dave Santilli | 60 | 2021-2031 | |
| 55 | Luis Almanza | 59 | 2028-2048 | |
| 55 | Dave Arteaga# | 59 | 2038-2051 | |
| 55 | Mike Pentland | 59 | 2028-2047 | |
| 55 | Jon Torres | 59 | 2033-2048 | |
| 59 | Justin Donahue# | 58 | 2036-2047 | |
| 60 | Gabe Altabani | 57 | 2034-2044 | |
| 60 | Keiji Muranaka | 57 | 2027-2035 | |
| 62 | Jason Hendsbee# | 56 | 2040-2051 | |
| 62 | Eric Nelson | 56 | 2037-2044 | |
| 62 | Willie Ochoa | 56 | 2018-2024 | |
| 62 | Chris Roberts | 56 | 2034-2043 | |
| 66 | Edgar Contreras | 55 | 2031-2036 | |
| 66 | Jesse Heflin | 55 | 2035-2044 | |
| 66 | Joel Jones | 55 | 2032-2042 | |
| 66 | Mike Mark | 55 | 2032-2043 | |
| 66 | Isaias Martinez | 55 | 2025-2036 | |
| 71 | Eric Cline | 54 | 2039-2044 | |
| 71 | Jon Perez | 54 | 2026-2043 | |
| 71 | Edgar Valencia | 54 | 2030-2046 | |
| 71 | Mike Washam | 54 | 2019-2025 | |
| 75 | Stephen Ennis | 53 | 2038-2044 | |
| 75 | Marco Galvez# | 53 | 2041-2049 | |
| 75 | Ramon Jacquez# | 53 | 2030-2043 | |
| 75 | Henry Jauregui | 53 | 2032-2046 | |
| 75 | Chris Nelson | 53 | 2032-2045 | |
| 75 | John Potter | 53 | 2034-2048 | |
| 75 | Chris Schott | 53 | 2031-2043 | |
| 75 | Steve Schultze | 53 | 2034-2048 | |
| 83 | Brad Griffitts | 52 | 2039-2048 | |
| 83 | John Roberts | 52 | 2018-2026 | |
| 83 | Keith Schmitt | 52 | 2034-2044 | |
| 83 | Bobby Westpfahl | 52 | 2020-2028 | |
| 87 | Jeff Burns | 51 | 2030-2043 | |
| 87 | Larry Collier# | 51 | 2037-2040 | |
| 87 | Mario Hernandez | 51 | 2038-2047 | |
| 87 | Nate Jeney | 51 | 2037-2043 | |
| 91 | Jesus Archibeque | 50 | 2037-2045 | |
| 91 | D.J. Lantz | 50 | 2033-2044 | |
| 91 | Alexei Liberman | 50 | 2027-2042 | |
| 91 | Thomas Lloyd | 50 | 2028-2047 | |
| 91 | John Maier | 50 | 2028-2043 | |
| 91 | Troy Workman | 50 | 2021-2028 | |
| 97 | Dave Bair | 49 | 2022-2028 | |
| 97 | Adam Bracamonte | 49 | 2018-2027 | |
| 97 | Kiyonobu Sasaki | 49 | 2027-2033 | |
| 100 | John Brennan | 48 | 2024-2033 |
