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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Roman Martinez | 50 | 2036-2039 | |
| 2 | Jason Thorne | 48 | 2030-2034 | |
| 3 | Oscar Soriano | 47 | 2034-2041 | |
| 4 | Michael Bendeich | 44 | 2028-2032 | |
| 5 | Jamari Agurs | 43 | 2030-2034 | |
| 6 | Angelo Delgado | 41 | 2020-2024 | |
| 7 | Fedya Dar'in# | 40 | 2027-2048 | |
| 8 | Will Christianson | 39 | 2029-2034 | |
| 9 | Steve Berger | 38 | 2030-2038 | |
| 9 | Bobby Gonzalez | 38 | 2029-2040 | |
| 9 | Eric McKinney# | 38 | 2042-2045 | |
| 12 | Pedro Moreno | 37 | 2027-2030 | |
| 13 | Felipe Marquez | 36 | 2035-2038 | |
| 13 | Matt Schille# | 36 | 2040-2043 | |
| 15 | Alfredo Clark | 35 | 2033-2035 | |
| 15 | Steve Espinoza# | 35 | 2041-2045 | |
| 17 | Kevin Feltes# | 34 | 2032-2034 | |
| 17 | Miguel Mayen# | 34 | 2041-2047 | |
| 19 | Juan Vazquez | 33 | 2034-2037 | |
| 20 | Corey Kopec | 32 | 2029-2033 | |
| 20 | Eizo Sekiya | 32 | 2040-2042 | |
| 20 | Danny Wallace | 32 | 2038-2042 | |
| 20 | Danny Zuniga | 32 | 2037-2041 | |
| 24 | Josh Freeland# | 31 | 2042-2045 | |
| 24 | Shurik Neretin# | 31 | 2030-2032 | |
| 24 | Luis Tello | 31 | 2028-2031 | |
| 27 | Ralph Abbott | 30 | 2028-2031 | |
| 27 | Alfonso Carrasquillo | 30 | 2037-2039 | |
| 27 | Mike Fleming# | 30 | 2039-2048 | |
| 27 | Jordan Ibarra | 30 | 2035-2038 | |
| 27 | Eddie Lomeli# | 30 | 2039-2043 | |
| 27 | Mike Mark | 30 | 2026-2036 | |
| 27 | Edwin Solorzano | 30 | 2023-2034 | |
| 27 | Micah Willis | 30 | 2031-2034 | |
| 35 | Blake Asplin | 29 | 2036-2044 | |
| 35 | Adam Dennison | 29 | 2033-2038 | |
| 35 | Mike Stout | 29 | 2033-2035 | |
| 35 | Jon Torres# | 29 | 2030-2033 | |
| 39 | Ilari Disegno | 28 | 2037-2040 | |
| 39 | Jerry Ellis | 28 | 2037-2039 | |
| 39 | Tuo-zhou Lai# | 28 | 2041-2048 | |
| 39 | Jason Lusher | 28 | 2030-2034 | |
| 39 | Jerry Navarro | 28 | 2029-2031 | |
| 39 | Tony Ramos# | 28 | 2040-2042 | |
| 39 | Nick Rennie# | 28 | 2041-2043 | |
| 39 | Willie Rodriguez# | 28 | 2040-2044 | |
| 39 | Edgar Valencia | 28 | 2027-2044 | |
| 39 | Aaron Whittle | 28 | 2025-2028 | |
| 39 | Farquhar Williams# | 28 | 2043-2045 | |
| 50 | Dallas Ashley | 27 | 2037-2041 | |
| 50 | Chris Ladner | 27 | 2034-2036 | |
| 50 | Victor Menchaca | 27 | 2038-2041 | |
| 50 | Clay Rockwell | 27 | 2038-2042 | |
| 50 | Evgeny Saatchyan | 27 | 2022-2024 | |
| 55 | Cory Brady | 26 | 2035-2038 | |
| 55 | Danny Garza# | 26 | 2039-2043 | |
| 55 | Greg Gladden | 26 | 2030-2033 | |
| 55 | John Huizar# | 26 | 2040-2043 | |
| 55 | Gordon Krajancic# | 26 | 2033-2034 | |
| 55 | Esteban Vega# | 26 | 2040-2042 | |
| 61 | Giovanni DiDomenico | 25 | 2022-2023 | |
| 61 | Arturo Espejo | 25 | 2035-2044 | |
| 61 | Ben Latshaw | 25 | 2035-2041 | |
| 61 | Gerardo Lopez | 25 | 2035-2038 | |
| 61 | Mel Moncada# | 25 | 2038-2043 | |
| 61 | Rich Montgomery | 25 | 2027-2029 | |
| 61 | Juan Rodriguez | 25 | 2031-2038 | |
| 61 | Joe Sharp | 25 | 2041-2045 | |
| 61 | Curtis Weidman | 25 | 2032-2035 | |
| 70 | Eric Cline | 24 | 2032-2035 | |
| 70 | Harold Coles | 24 | 2036-2041 | |
| 70 | Danny Hernandez | 24 | 2037-2039 | |
| 70 | Derek Inge | 24 | 2031-2035 | |
| 70 | Jose Jeronimo# | 24 | 2039-2046 | |
| 70 | Sean Kopecki | 24 | 2026-2030 | |
| 70 | Ezequiel Mercado | 24 | 2020-2022 | |
| 70 | Bill Nash | 24 | 2039-2043 | |
| 70 | John Schwichtenberg# | 24 | 2045-2046 | |
| 70 | Josh Selby | 24 | 2030-2035 | |
| 70 | Paul Wearne | 24 | 2039-2045 | |
| 70 | Aaron Wierzba# | 24 | 2043-2047 | |
| 70 | Robert Windham# | 24 | 2035-2044 | |
| 83 | Edwin Batres | 23 | 2035-2039 | |
| 83 | Andy Finn | 23 | 2031-2033 | |
| 83 | Chris Hakes# | 23 | 2034-2037 | |
| 83 | Doug Hayden# | 23 | 2039-2042 | |
| 83 | Sam Mooney# | 23 | 2035-2038 | |
| 83 | Jose Moran | 23 | 2033-2036 | |
| 83 | Jay Quintana | 23 | 2032-2033 | |
| 83 | David Sanchez | 23 | 2036-2040 | |
| 83 | Troy Schrunk | 23 | 2033-2037 | |
| 83 | Miguel Solano | 23 | 2026-2030 | |
| 83 | Pablo Suarez | 23 | 2029-2030 | |
| 83 | Bobby Vincent# | 23 | 2041-2045 | |
| 95 | Jeff Aguilar | 22 | 2034-2036 | |
| 95 | Tony Antillon | 22 | 2034-2039 | |
| 95 | Aaron Baisden | 22 | 2037-2042 | |
| 95 | Calvin Birley# | 22 | 2042-2044 | |
| 95 | Cole Call# | 22 | 2034-2042 | |
| 95 | Buddy Conway# | 22 | 2040-2045 |
