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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor de la Fuente | 97 | 2018-2030 | |
| 2 | Phil Doyle# | 95 | 2029-2041 | |
| 3 | Wayne Hingtgen# | 90 | 2027-2041 | |
| 4 | Jose Gonzales# | 85 | 2030-2041 | |
| 5 | Donte Fulton | 84 | 2027-2039 | |
| 6 | Matt Baker# | 83 | 2033-2040 | |
| 6 | Joel Valenzuela# | 83 | 2033-2041 | |
| 8 | Mike Pula# | 81 | 2028-2040 | |
| 9 | Guillermo Vega# | 80 | 2030-2041 | |
| 10 | Nate Crockett# | 77 | 2030-2039 | |
| 11 | Kelly Halfyard# | 72 | 2033-2040 | |
| 11 | Josh Marshall | 72 | 2028-2041 | |
| 11 | Kyle Meadors# | 72 | 2031-2041 | |
| 14 | Tristan Cooper# | 71 | 2026-2040 | |
| 14 | Mark Jory | 71 | 2023-2031 | |
| 16 | Tomas Cortez | 70 | 2020-2028 | |
| 17 | Frantz Dopfer# | 69 | 2029-2041 | |
| 17 | Edwin Leos# | 69 | 2032-2041 | |
| 19 | Jim Antar# | 67 | 2028-2041 | |
| 20 | Ryan Quinn | 66 | 2022-2031 | |
| 20 | Ernesto Rubio | 66 | 2021-2033 | |
| 22 | Eduardo Romero# | 65 | 2030-2039 | |
| 23 | Mike Hodgson | 64 | 2019-2029 | |
| 23 | Logan Wilson | 64 | 2022-2032 | |
| 25 | Matt Gaze# | 63 | 2031-2041 | |
| 26 | Shurik Neretin# | 62 | 2034-2040 | |
| 26 | Marty Valera | 62 | 2027-2035 | |
| 28 | Dave Santilli | 60 | 2021-2031 | |
| 28 | Paul Upton# | 60 | 2029-2041 | |
| 30 | Jared Sears# | 59 | 2032-2041 | |
| 30 | Greg Sebera# | 59 | 2036-2041 | |
| 32 | Chris Lacey# | 58 | 2031-2041 | |
| 32 | Pat Middleton# | 58 | 2029-2041 | |
| 34 | Keiji Muranaka | 57 | 2027-2035 | |
| 35 | Willie Ochoa | 56 | 2018-2024 | |
| 35 | Mike Penn# | 56 | 2030-2040 | |
| 35 | Dave Reed# | 56 | 2034-2041 | |
| 38 | Edgar Contreras | 55 | 2031-2036 | |
| 38 | Isaias Martinez | 55 | 2025-2036 | |
| 40 | Jon Perez# | 54 | 2026-2041 | |
| 40 | Mike Washam | 54 | 2019-2025 | |
| 42 | Ramon Jacquez# | 53 | 2030-2041 | |
| 42 | Justin McDougal# | 53 | 2030-2041 | |
| 44 | John Roberts | 52 | 2018-2026 | |
| 44 | Bobby Westpfahl | 52 | 2020-2028 | |
| 46 | Larry Collier# | 51 | 2037-2040 | |
| 46 | Mike Mark# | 51 | 2032-2041 | |
| 48 | Troy Workman | 50 | 2021-2028 | |
| 49 | Dave Bair | 49 | 2022-2028 | |
| 49 | Adam Bracamonte | 49 | 2018-2027 | |
| 49 | Jesse Heflin# | 49 | 2035-2041 | |
| 49 | Kiyonobu Sasaki | 49 | 2027-2033 | |
| 49 | Keith Schmitt# | 49 | 2034-2041 | |
| 54 | John Brennan | 48 | 2024-2033 | |
| 54 | Kyle Chitwood | 48 | 2026-2031 | |
| 54 | Chad Jimenes | 48 | 2021-2031 | |
| 54 | Tim Kirby | 48 | 2018-2026 | |
| 54 | Joe Lindsley | 48 | 2022-2029 | |
| 54 | Chris Schott# | 48 | 2031-2040 | |
| 60 | Alexei Liberman# | 47 | 2027-2041 | |
| 60 | Sterlin Ratliff | 47 | 2020-2026 | |
| 60 | Chris Roberts# | 47 | 2034-2041 | |
| 60 | Josh Sheppard# | 47 | 2032-2040 | |
| 64 | Jeff Burns# | 46 | 2030-2041 | |
| 64 | Fedya Dar'in# | 46 | 2031-2041 | |
| 64 | Joel Jones# | 46 | 2032-2041 | |
| 64 | Ed Kerfoot | 46 | 2022-2027 | |
| 64 | Justin Lewis# | 46 | 2034-2041 | |
| 64 | John Maier# | 46 | 2028-2041 | |
| 64 | Tim Marquardt | 46 | 2018-2029 | |
| 71 | Matt Centola | 45 | 2021-2026 | |
| 71 | Bubba Corey# | 45 | 2025-2041 | |
| 71 | Paul Green | 45 | 2024-2028 | |
| 71 | Jamie Kirchner# | 45 | 2027-2038 | |
| 71 | Robbie Matthews | 45 | 2023-2028 | |
| 71 | Keith Van Gilder | 45 | 2035-2041 | |
| 77 | Vince Collins# | 44 | 2036-2040 | |
| 77 | Guy Hinzman | 44 | 2024-2036 | |
| 77 | Jerry Klein | 44 | 2022-2029 | |
| 77 | Alan Korda | 44 | 2025-2032 | |
| 77 | Thomas Lloyd# | 44 | 2028-2040 | |
| 77 | Josh Miller | 44 | 2026-2031 | |
| 77 | David Sheppard | 44 | 2026-2033 | |
| 77 | Mike Williams# | 44 | 2033-2041 | |
| 85 | Eddie Alvarez | 43 | 2018-2026 | |
| 85 | Jarrod Auchard | 43 | 2019-2027 | |
| 85 | Dan Devine | 43 | 2021-2025 | |
| 85 | Kirk Flintoff | 43 | 2029-2034 | |
| 85 | Jesus Lopez# | 43 | 2027-2041 | |
| 85 | Adam Moore# | 43 | 2037-2040 | |
| 85 | Sean Roberts | 43 | 2022-2030 | |
| 92 | Jon Foster | 42 | 2027-2034 | |
| 92 | Mike Orr# | 42 | 2034-2037 | |
| 92 | Alberto Sobrin | 42 | 2025-2039 | |
| 95 | Danny Edgar | 41 | 2031-2035 | |
| 95 | Noah Hoffman# | 41 | 2032-2041 | |
| 95 | Craig Simon | 41 | 2027-2041 | |
| 95 | Tim Unger | 41 | 2019-2026 | |
| 99 | Bobby Casey | 40 | 2028-2038 | |
| 99 | Pat Dudding | 40 | 2023-2029 |
