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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bill Lawther | 96 | 2080-2096 | |
| 2 | Alex Dominguez | 94 | 2053-2061 | |
| 3 | Justin Vaughn | 89 | 2052-2059 | |
| 4 | Dan Albor | 86 | 2074-2086 | |
| 5 | Ed Heredia | 76 | 2063-2079 | |
| 6 | Myles Smith | 75 | 2015-2026 | |
| 7 | Javon Murphy | 74 | 2063-2071 | |
| 8 | Justin Harrington | 72 | 2084-2096 | |
| 8 | Andres Macias# | 72 | 2085-2097 | |
| 10 | Gabe Castle | 71 | 2051-2059 | |
| 11 | Justin Hooper | 70 | 2023-2036 | |
| 12 | Adam Hoffman | 69 | 2036-2046 | |
| 12 | Bobby Hyde | 69 | 2035-2045 | |
| 12 | Sal Varajas | 69 | 2028-2037 | |
| 15 | Franklin Coronado | 68 | 2027-2038 | |
| 16 | Edgar G. Gonzalez | 67 | 2003-2012 | |
| 16 | Travis Hill | 67 | 2053-2070 | |
| 16 | Danny Quintanilla# | 67 | 2091-2097 | |
| 19 | Victor Avila | 66 | 2057-2063 | |
| 19 | Tyler Deason | 66 | 2020-2032 | |
| 19 | Ivan Zubieta | 66 | 2072-2086 | |
| 22 | Brian Butler | 65 | 2079-2093 | |
| 23 | Leon Alviso | 64 | 2067-2078 | |
| 23 | Daniel Beaudry# | 64 | 2090-2098 | |
| 23 | Matt Dodge | 64 | 2051-2062 | |
| 23 | Eric Rosol | 64 | 2034-2042 | |
| 23 | John Swartzel | 64 | 2082-2092 | |
| 28 | Branden Christopher | 63 | 2083-2093 | |
| 28 | Jake Corson | 63 | 2031-2045 | |
| 28 | Chris Hubbard | 63 | 2036-2042 | |
| 31 | Sam Gillis | 62 | 2048-2058 | |
| 31 | Takashi Kojima | 62 | 2023-2031 | |
| 31 | Ricky Melendez | 62 | 2082-2093 | |
| 31 | Juan Ortiz | 62 | 2055-2062 | |
| 31 | Justin Seabaugh | 62 | 2084-2096 | |
| 36 | Tommy Diamond# | 61 | 2088-2097 | |
| 37 | Freddy Arbelaez | 60 | 2024-2035 | |
| 37 | Oscar Arzaga | 60 | 2021-2034 | |
| 37 | Andrew Faulkner | 60 | 2015-2023 | |
| 40 | Jarrod Babin | 59 | 2067-2075 | |
| 40 | Jarrod Gomez | 59 | 2055-2062 | |
| 40 | Bill Nolt | 59 | 2082-2097 | |
| 40 | Hector Segui | 59 | 2083-2098 | |
| 40 | David Thomas | 59 | 2064-2069 | |
| 45 | William Escoboza | 58 | 2063-2074 | |
| 45 | Mannus Heideman | 58 | 2057-2069 | |
| 47 | Jeff Forde | 57 | 2031-2041 | |
| 48 | Tommy Davenport | 56 | 2087-2096 | |
| 48 | Jeff Peters | 56 | 2075-2080 | |
| 48 | Jayden Ragonese | 56 | 2074-2078 | |
| 51 | Marty Cano | 55 | 2025-2035 | |
| 51 | Corey Cole | 55 | 2038-2042 | |
| 51 | Tom Fourie | 55 | 2050-2057 | |
| 51 | Chad Hinton | 55 | 2076-2082 | |
| 51 | Tyler Wagner | 55 | 2016-2027 | |
| 56 | John Ambroz | 54 | 2078-2089 | |
| 56 | Melvin Montes | 54 | 2082-2096 | |
| 56 | Tim Morrow# | 54 | 2088-2098 | |
| 56 | Grant Moseley# | 54 | 2089-2098 | |
| 56 | Justin Shope | 54 | 2045-2051 | |
| 56 | Brendan Stukenborg | 54 | 2081-2090 | |
| 56 | Justin Wright | 54 | 2083-2088 | |
| 63 | Cody Buscaglia | 53 | 2088-2093 | |
| 63 | Daniel Delgado | 53 | 2045-2053 | |
| 63 | Billy Goodwin | 53 | 2079-2088 | |
| 63 | Nick McGuire | 53 | 2052-2057 | |
| 63 | Chris Miller | 53 | 2035-2053 | |
| 63 | Curt North | 53 | 2030-2042 | |
| 63 | A.J. Puk | 53 | 2019-2027 | |
| 63 | Santiago Rodriguez# | 53 | 2091-2098 | |
| 71 | Alfredo Argueta | 52 | 2075-2088 | |
| 71 | Robert Bustos | 52 | 2025-2034 | |
| 71 | Chris Carson | 52 | 2049-2054 | |
| 71 | Carlos Castillo | 52 | 2071-2080 | |
| 71 | Rick Cloutier | 52 | 2023-2035 | |
| 71 | Eddie Garcia | 52 | 2031-2040 | |
| 71 | Ben Schorn | 52 | 2083-2094 | |
| 78 | Meka Fabiano | 51 | 2075-2083 | |
| 78 | Chris George | 51 | 2000-2008 | |
| 78 | Shigehiko Sato | 51 | 2039-2047 | |
| 78 | Willie Valdes | 51 | 2070-2080 | |
| 82 | Felipe Dirzo | 50 | 2036-2041 | |
| 82 | Craig Goetschius | 50 | 2058-2064 | |
| 82 | Josh Kline | 50 | 2051-2056 | |
| 82 | Chris LeBlanc | 50 | 2062-2069 | |
| 82 | Jeremy Rhodes | 50 | 2025-2032 | |
| 82 | Mike Ross | 50 | 2060-2064 | |
| 82 | Blake Stafford | 50 | 2070-2074 | |
| 82 | Gustavo Torres | 50 | 2043-2049 | |
| 82 | Kevin Van Ormer# | 50 | 2088-2096 | |
| 82 | Mike Vignola | 50 | 2034-2042 | |
| 92 | Sam Jewett | 49 | 2024-2031 | |
| 92 | John Ladd | 49 | 2059-2063 | |
| 92 | Jordan Martinez | 49 | 2074-2083 | |
| 92 | Matt Palmer | 49 | 2006-2014 | |
| 92 | Jeremy Rodal | 49 | 2075-2090 | |
| 92 | Shawn Roy | 49 | 2078-2085 | |
| 92 | Ian Santangelo | 49 | 2085-2097 | |
| 92 | Steve Szetela | 49 | 2081-2088 | |
| 92 | Chris Thompson | 49 | 2043-2052 |
