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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor Canel | 95 | 2029-2044 | |
| 2 | Dan Zug | 78 | 2018-2031 | |
| 3 | Chad Pierce | 71 | 2019-2028 | |
| 4 | Jesse Dorsey | 62 | 2018-2028 | |
| 4 | Roberto Gonzalez | 62 | 2030-2035 | |
| 4 | T.J. Johnson | 62 | 2037-2043 | |
| 7 | Jeremy Melita | 60 | 2018-2028 | |
| 8 | Felix Vasquez | 59 | 2034-2044 | |
| 9 | Bill Guyett | 58 | 2041-2047 | |
| 9 | Chad Jimenes | 58 | 2018-2031 | |
| 9 | Ricky Lopez | 58 | 2024-2034 | |
| 12 | Chris Hill | 56 | 2022-2028 | |
| 12 | Josh Newton | 56 | 2032-2037 | |
| 14 | Ruben Cervantes | 55 | 2025-2034 | |
| 15 | Abramo Carangi | 54 | 2038-2043 | |
| 15 | Alex Quiroz | 54 | 2037-2043 | |
| 17 | Melvin Nino | 51 | 2033-2043 | |
| 18 | Vince Collins# | 50 | 2034-2049 | |
| 18 | Drew Manrique | 50 | 2035-2044 | |
| 20 | Josh Garcia | 47 | 2029-2043 | |
| 21 | Tim Byrns | 46 | 2019-2028 | |
| 21 | Mark Dixon | 46 | 2033-2044 | |
| 21 | Edgar Villalva | 46 | 2041-2046 | |
| 24 | Phil Brooks | 45 | 2034-2041 | |
| 25 | Wayne Ayler | 44 | 2026-2041 | |
| 25 | Michael Deeney | 44 | 2039-2042 | |
| 27 | Jake Benardo | 43 | 2026-2031 | |
| 27 | Mike Brinton | 43 | 2033-2043 | |
| 27 | Nick Flores# | 43 | 2039-2043 | |
| 27 | Chad Higgins | 43 | 2035-2043 | |
| 27 | Sergio Jimenez | 43 | 2035-2048 | |
| 27 | Danny Morrison | 43 | 2037-2046 | |
| 27 | Enrique Suarez | 43 | 2028-2032 | |
| 34 | Jose Gonzales | 42 | 2030-2046 | |
| 34 | Scott Halpin | 42 | 2036-2041 | |
| 34 | Danny Hein | 42 | 2033-2044 | |
| 34 | Brett Kerner | 42 | 2040-2044 | |
| 34 | Arturo Mancera | 42 | 2039-2043 | |
| 34 | Dave Skora Jr. | 42 | 2029-2042 | |
| 34 | Pyotr Upyrin | 42 | 2027-2031 | |
| 41 | Brent Acret | 41 | 2039-2044 | |
| 41 | Josh Gustafson | 41 | 2031-2038 | |
| 41 | Roman Martinez | 41 | 2040-2044 | |
| 41 | Manny Prado | 41 | 2021-2025 | |
| 41 | Dan Randall | 41 | 2030-2032 | |
| 41 | Ramon Rodriguez# | 41 | 2045-2050 | |
| 41 | Joel Stoddard | 41 | 2033-2039 | |
| 48 | Eric Brightbill | 40 | 2043-2047 | |
| 48 | Jimmy Fisher | 40 | 2034-2038 | |
| 48 | Jose Giron | 40 | 2027-2034 | |
| 48 | Chris Ladner | 40 | 2037-2041 | |
| 48 | Josh Nichols | 40 | 2021-2034 | |
| 48 | Juan Rodriguez | 40 | 2034-2044 | |
| 48 | Chris Shea# | 40 | 2040-2049 | |
| 48 | Mark Vecchio | 40 | 2037-2042 | |
| 56 | Ramiro Sarabia | 39 | 2023-2027 | |
| 57 | Jose Alarcon | 38 | 2036-2038 | |
| 57 | Chris Boyles | 38 | 2035-2043 | |
| 57 | Jeff Burkland | 38 | 2033-2036 | |
| 57 | Josh De Leeuw | 38 | 2025-2033 | |
| 57 | Stephen Ennis | 38 | 2034-2039 | |
| 57 | Antonio Garcia | 38 | 2031-2043 | |
| 57 | J.D. Henry | 38 | 2034-2043 | |
| 57 | Ruben Hernandez | 38 | 2018-2022 | |
| 57 | Nate Philpot# | 38 | 2036-2049 | |
| 57 | Andy Pittman# | 38 | 2040-2042 | |
| 67 | Mike Brown# | 37 | 2048-2050 | |
| 67 | Danny Cacho | 37 | 2035-2044 | |
| 67 | Jason Hendsbee# | 37 | 2039-2041 | |
| 67 | Chris Powers | 37 | 2028-2032 | |
| 67 | Jason Titler | 37 | 2018-2023 | |
| 72 | Ricky Arriola | 36 | 2031-2039 | |
| 72 | Lucio Fasanaro | 36 | 2028-2032 | |
| 72 | Enrique Giraldo | 36 | 2033-2042 | |
| 72 | Luis Herrera | 36 | 2018-2028 | |
| 72 | Scott Hoffman | 36 | 2033-2048 | |
| 72 | Geoff Johnson | 36 | 2038-2044 | |
| 72 | Edwin Leos | 36 | 2026-2041 | |
| 72 | Jared Pierce | 36 | 2018-2027 | |
| 72 | Roy Schaub | 36 | 2037-2041 | |
| 72 | Miguel Tapia# | 36 | 2045-2046 | |
| 82 | Isaiah Alexander | 35 | 2026-2034 | |
| 82 | Brett Gross | 35 | 2031-2035 | |
| 82 | Joel Henry | 35 | 2037-2040 | |
| 82 | Jeff Herbert | 35 | 2029-2037 | |
| 82 | Eddie Lomeli# | 35 | 2043-2046 | |
| 82 | Jose Pineda | 35 | 2025-2029 | |
| 82 | Josh Weaver | 35 | 2031-2037 | |
| 82 | Adam Yates | 35 | 2035-2043 | |
| 90 | Alberto Aranda | 34 | 2030-2033 | |
| 90 | Pablo Benavidez | 34 | 2031-2040 | |
| 90 | Mike Birmingham | 34 | 2038-2044 | |
| 90 | Curt Carver | 34 | 2019-2024 | |
| 90 | Victor Castillo | 34 | 2033-2035 | |
| 90 | Jon Coltrin | 34 | 2020-2026 | |
| 90 | Dan Devine | 34 | 2018-2021 | |
| 90 | Milt Hays | 34 | 2019-2025 | |
| 90 | Kazuto Hiraga | 34 | 2041-2044 | |
| 90 | Travis Parkinson | 34 | 2032-2044 | |
| 90 | Mike Ray | 34 | 2026-2034 |
