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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor Canel# | 79 | 2029-2041 | |
| 2 | Dan Zug | 78 | 2018-2031 | |
| 3 | Chad Pierce | 71 | 2019-2028 | |
| 4 | Jesse Dorsey | 62 | 2018-2028 | |
| 4 | Roberto Gonzalez | 62 | 2030-2035 | |
| 6 | Jeremy Melita | 60 | 2018-2028 | |
| 7 | Chad Jimenes | 58 | 2018-2031 | |
| 7 | Ricky Lopez | 58 | 2024-2034 | |
| 9 | Chris Hill | 56 | 2022-2028 | |
| 9 | T.J. Johnson# | 56 | 2037-2041 | |
| 9 | Josh Newton | 56 | 2032-2037 | |
| 12 | Ruben Cervantes | 55 | 2025-2034 | |
| 13 | Drew Manrique# | 48 | 2035-2039 | |
| 14 | Tim Byrns | 46 | 2019-2028 | |
| 14 | Vince Collins# | 46 | 2034-2038 | |
| 16 | Phil Brooks# | 45 | 2034-2041 | |
| 16 | Josh Garcia# | 45 | 2029-2041 | |
| 18 | Wayne Ayler | 44 | 2026-2041 | |
| 19 | Jake Benardo | 43 | 2026-2031 | |
| 19 | Enrique Suarez | 43 | 2028-2032 | |
| 21 | Abramo Carangi# | 42 | 2038-2041 | |
| 21 | Scott Halpin# | 42 | 2036-2041 | |
| 21 | Pyotr Upyrin | 42 | 2027-2031 | |
| 24 | Josh Gustafson | 41 | 2031-2038 | |
| 24 | Manny Prado | 41 | 2021-2025 | |
| 24 | Alex Quiroz# | 41 | 2037-2041 | |
| 24 | Dan Randall | 41 | 2030-2032 | |
| 24 | Dave Skora Jr.# | 41 | 2029-2041 | |
| 24 | Joel Stoddard | 41 | 2033-2039 | |
| 30 | Mark Dixon# | 40 | 2033-2041 | |
| 30 | Jimmy Fisher | 40 | 2034-2038 | |
| 30 | Jose Giron | 40 | 2027-2034 | |
| 30 | Chad Higgins# | 40 | 2035-2041 | |
| 30 | Chris Ladner | 40 | 2037-2041 | |
| 30 | Josh Nichols | 40 | 2021-2034 | |
| 30 | Melvin Nino# | 40 | 2033-2041 | |
| 37 | Ramiro Sarabia | 39 | 2023-2027 | |
| 37 | Felix Vasquez# | 39 | 2034-2041 | |
| 39 | Jose Alarcon# | 38 | 2036-2038 | |
| 39 | Jeff Burkland | 38 | 2033-2036 | |
| 39 | Josh De Leeuw | 38 | 2025-2033 | |
| 39 | Stephen Ennis# | 38 | 2034-2039 | |
| 39 | Ruben Hernandez | 38 | 2018-2022 | |
| 44 | Jason Hendsbee# | 37 | 2039-2041 | |
| 44 | Chris Powers | 37 | 2028-2032 | |
| 44 | Jason Titler | 37 | 2018-2023 | |
| 47 | Ricky Arriola# | 36 | 2031-2039 | |
| 47 | Michael Deeney# | 36 | 2039-2041 | |
| 47 | Lucio Fasanaro | 36 | 2028-2032 | |
| 47 | Luis Herrera | 36 | 2018-2028 | |
| 47 | Edwin Leos# | 36 | 2026-2041 | |
| 47 | Jared Pierce | 36 | 2018-2027 | |
| 47 | Roy Schaub# | 36 | 2037-2041 | |
| 54 | Isaiah Alexander | 35 | 2026-2034 | |
| 54 | Brett Gross | 35 | 2031-2035 | |
| 54 | Joel Henry# | 35 | 2037-2040 | |
| 54 | Jeff Herbert | 35 | 2029-2037 | |
| 54 | Jose Pineda | 35 | 2025-2029 | |
| 54 | Juan Rodriguez# | 35 | 2034-2041 | |
| 54 | Mark Vecchio# | 35 | 2037-2041 | |
| 54 | Josh Weaver | 35 | 2031-2037 | |
| 62 | Alberto Aranda | 34 | 2030-2033 | |
| 62 | Pablo Benavidez | 34 | 2031-2040 | |
| 62 | Danny Cacho# | 34 | 2035-2039 | |
| 62 | Curt Carver | 34 | 2019-2024 | |
| 62 | Victor Castillo | 34 | 2033-2035 | |
| 62 | Jon Coltrin | 34 | 2020-2026 | |
| 62 | Dan Devine | 34 | 2018-2021 | |
| 62 | Milt Hays | 34 | 2019-2025 | |
| 62 | Mike Ray | 34 | 2026-2034 | |
| 62 | Ben Ricketts | 34 | 2022-2029 | |
| 72 | Bob Alexander | 33 | 2019-2025 | |
| 72 | Chris Auldridge | 33 | 2028-2036 | |
| 72 | Ashton Kuhr | 33 | 2028-2032 | |
| 72 | John Lund | 33 | 2030-2035 | |
| 72 | Casey Painter | 33 | 2019-2025 | |
| 72 | Antonio Ramirez | 33 | 2029-2034 | |
| 72 | Dave Woods | 33 | 2026-2031 | |
| 79 | Matt Cendroski | 32 | 2019-2023 | |
| 79 | Nate Crockett# | 32 | 2028-2030 | |
| 79 | Ben Doutrich | 32 | 2019-2031 | |
| 79 | Enrique Giraldo# | 32 | 2033-2041 | |
| 79 | Julio Nava | 32 | 2023-2030 | |
| 79 | Adam Yates# | 32 | 2035-2040 | |
| 85 | Josh Conway# | 31 | 2038-2041 | |
| 85 | John Gordon# | 31 | 2025-2030 | |
| 85 | Chris McDermott# | 31 | 2036-2040 | |
| 85 | Keith Mooney | 31 | 2034-2039 | |
| 85 | Adrian Mowery | 31 | 2021-2033 | |
| 90 | Derek Baker | 30 | 2018-2022 | |
| 90 | Tristan Charlot | 30 | 2018-2022 | |
| 90 | Ricky Delgado | 30 | 2022-2027 | |
| 90 | Antonio Garcia# | 30 | 2031-2041 | |
| 90 | Brian Goodsite | 30 | 2018-2024 | |
| 90 | J.D. Henry# | 30 | 2034-2041 | |
| 90 | Ricky Hernandez# | 30 | 2035-2040 | |
| 90 | Sergio Hernandez | 30 | 2024-2034 | |
| 90 | Alex Huertas | 30 | 2034-2040 | |
| 90 | Sergio Jimenez# | 30 | 2035-2041 | |
| 90 | Diego Lopez | 30 | 2028-2031 |
