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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rafael Sustaita# | 29 | 2096-2098 | |
| 2 | Luis Lopez# | 23 | 2093-2097 | |
| 2 | Josue Serraino | 23 | 2049-2052 | |
| 4 | Chris Perry | 22 | 2039-2040 | |
| 4 | Bryan Weiler | 22 | 2053-2055 | |
| 6 | Hector Cordero | 19 | 2063-2065 | |
| 7 | Joe Freeland | 18 | 2033-2034 | |
| 7 | Michael Jackson | 18 | 2052-2058 | |
| 7 | Tyler Moore | 18 | 2053-2055 | |
| 10 | Alejandro Alcaraz | 17 | 2063-2067 | |
| 10 | Arturo Cardenas | 17 | 2069-2071 | |
| 10 | Mohamed Foreman | 17 | 2067-2071 | |
| 10 | John Greenhalgh | 17 | 2083-2086 | |
| 10 | Jose Lazarin | 17 | 2052-2055 | |
| 10 | Willie Molina# | 17 | 2091-2094 | |
| 10 | Nick Murphy | 17 | 2053-2055 | |
| 10 | Francisco Silva# | 17 | 2092-2098 | |
| 10 | Jesus Torres | 17 | 2052-2054 | |
| 19 | Josh Erickson | 16 | 2073-2074 | |
| 19 | Danny Hoaglund | 16 | 2057-2058 | |
| 19 | Tim Lindsey | 16 | 2041-2042 | |
| 19 | Abel Norton | 16 | 2056-2058 | |
| 19 | Luis Rivera | 16 | 2045-2047 | |
| 19 | Jonathan Santiago | 16 | 2049-2052 | |
| 25 | Marco Chavez | 15 | 2061-2062 | |
| 25 | Diego Elizalde# | 15 | 2090-2092 | |
| 25 | Ian Johnson# | 15 | 2091-2094 | |
| 25 | Ken Moore | 15 | 2059-2061 | |
| 25 | Kihachi Okuhara# | 15 | 2094-2096 | |
| 25 | Andrew Thompson# | 15 | 2093-2095 | |
| 25 | Brian Wilson# | 15 | 2087-2090 | |
| 32 | Dave Burton | 14 | 2058-2059 | |
| 32 | Max Camarena# | 14 | 2094-2095 | |
| 32 | Son Cao# | 14 | 2097-2098 | |
| 32 | Jon Couch# | 14 | 2096-2098 | |
| 32 | Willie de Leon# | 14 | 2092-2097 | |
| 32 | Adelino Graa# | 14 | 2094-2097 | |
| 32 | Jesse Pritchard# | 14 | 2092-2094 | |
| 32 | Marco Rivera | 14 | 2056-2059 | |
| 32 | Ben Sparks# | 14 | 2091-2092 | |
| 32 | Oscar Tellez# | 14 | 2095-2098 | |
| 32 | Frank Wharton | 14 | 2052-2054 | |
| 43 | Jesus Avila# | 13 | 2092-2094 | |
| 43 | Dennis Campion | 13 | 2027-2027 | |
| 43 | Victor Concha | 13 | 2069-2069 | |
| 43 | Bob Davila | 13 | 2046-2047 | |
| 43 | Edwin Hernandez# | 13 | 2094-2098 | |
| 43 | Mel Hernandez | 13 | 2049-2051 | |
| 43 | Ruben Herrera | 13 | 2051-2055 | |
| 43 | Stephon Hoskie | 13 | 2080-2081 | |
| 43 | Casey Hutten# | 13 | 2096-2098 | |
| 43 | Kevin Jackson | 13 | 2038-2039 | |
| 43 | Baldassare Maiuri# | 13 | 2094-2097 | |
| 43 | Pete McClain | 13 | 2063-2064 | |
| 43 | Jose Rios# | 13 | 2093-2095 | |
| 43 | Sergio Rosas# | 13 | 2094-2096 | |
| 43 | Ryan Rudolph | 13 | 2046-2048 | |
| 43 | Jimmy Russell | 13 | 2071-2071 | |
| 43 | Randy Thurston | 13 | 2080-2083 | |
| 43 | Curt Tupper# | 13 | 2087-2089 | |
| 43 | Jonathon Vannoy# | 13 | 2092-2094 | |
| 43 | Mike Wendt | 13 | 2072-2075 | |
| 63 | Eric Capone | 12 | 2022-2023 | |
| 63 | Marcos Estrada | 12 | 2052-2055 | |
| 63 | Chris Grogan | 12 | 2043-2044 | |
| 63 | David Halstead# | 12 | 2090-2092 | |
| 63 | Austin Kohloff | 12 | 2071-2072 | |
| 63 | Bryan Lamb | 12 | 2057-2058 | |
| 63 | Sean Lebron | 12 | 2057-2058 | |
| 63 | Justin Lerdahl | 12 | 2049-2052 | |
| 63 | Fred Paschall | 12 | 2080-2081 | |
| 63 | Luis Reyes | 12 | 2050-2051 | |
| 63 | Rogelio Rojas# | 12 | 2093-2094 | |
| 63 | Edwin Santiago# | 12 | 2097-2098 | |
| 63 | Jon Simmons# | 12 | 2090-2092 | |
| 63 | Mike Stauch# | 12 | 2087-2090 | |
| 63 | Chris Stumpf# | 12 | 2096-2097 | |
| 63 | Jordan Tapia | 12 | 2069-2070 | |
| 63 | Joe Thompson | 12 | 2048-2049 | |
| 63 | Adam Vance# | 12 | 2097-2098 | |
| 63 | Ryan Walter | 12 | 2033-2033 | |
| 63 | Terry Waltner | 12 | 2080-2081 | |
| 83 | Gene Allen# | 11 | 2093-2094 | |
| 83 | Alex Almanzar# | 11 | 2093-2094 | |
| 83 | Luis Almodovar | 11 | 2076-2079 | |
| 83 | Alex Amarillas | 11 | 2052-2055 | |
| 83 | Angel Arellano# | 11 | 2096-2097 | |
| 83 | Trace Bale# | 11 | 2095-2098 | |
| 83 | Ben Breiner | 11 | 2062-2063 | |
| 83 | Jonathan Cabe | 11 | 2036-2038 | |
| 83 | Jessie Calhoun | 11 | 2062-2063 | |
| 83 | Matt Casas | 11 | 2077-2078 | |
| 83 | Mike Colledge# | 11 | 2092-2093 | |
| 83 | Pat Coppinger# | 11 | 2089-2090 | |
| 83 | Felix Cruz | 11 | 2045-2046 | |
| 83 | Juan de Anda | 11 | 2024-2025 | |
| 83 | Rich Durr# | 11 | 2097-2098 | |
| 83 | Jay Givhan | 11 | 2048-2051 | |
| 83 | Antonio Gomez | 11 | 2075-2076 | |
| 83 | Aaron Green# | 11 | 2093-2096 |
