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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Carlos Trevino | 62 | 2051-2054 | |
| 2 | Jon Valle | 59 | 2070-2073 | |
| 3 | Jayden Bernard | 58 | 2088-2093 | |
| 4 | Matt Clark | 53 | 2044-2051 | |
| 5 | Carlos Lemus# | 51 | 2091-2098 | |
| 6 | Angelo Barrientos | 49 | 2060-2068 | |
| 7 | Jeremiah Boatwright# | 48 | 2094-2096 | |
| 8 | Chris Rockwell# | 46 | 2088-2091 | |
| 9 | Jaime Henley# | 42 | 2094-2096 | |
| 9 | Steve Horness | 42 | 2081-2084 | |
| 9 | Ben Kemp | 42 | 2061-2063 | |
| 12 | Steve Ardan# | 40 | 2096-2098 | |
| 12 | Nehemiah Davis | 40 | 2066-2070 | |
| 14 | Sean Cole | 39 | 2060-2070 | |
| 15 | Savion Jenkins# | 38 | 2089-2091 | |
| 16 | Cody DeRenne | 37 | 2070-2079 | |
| 16 | Ruben Meza | 37 | 2039-2040 | |
| 18 | Travis Dyar | 36 | 2045-2049 | |
| 18 | Ray Edlund# | 36 | 2097-2098 | |
| 18 | Jacob Gilroy | 36 | 2057-2063 | |
| 21 | Isaiah Hollis# | 35 | 2096-2098 | |
| 21 | Mike Maloney | 35 | 2028-2032 | |
| 21 | Juan Pena# | 35 | 2091-2098 | |
| 21 | Paul Pickel# | 35 | 2086-2090 | |
| 21 | Aaron Whaley | 35 | 2052-2054 | |
| 26 | Bill Higginbotham | 34 | 2039-2040 | |
| 26 | Colin Marko# | 34 | 2093-2094 | |
| 28 | Javy Montes | 33 | 2077-2080 | |
| 28 | Phil Moonen | 33 | 2073-2074 | |
| 28 | Jim Reich | 33 | 2047-2057 | |
| 28 | Dale Tatem# | 33 | 2094-2097 | |
| 32 | Jay Duncan# | 32 | 2088-2090 | |
| 32 | Jeremy Lloyd | 32 | 2060-2064 | |
| 34 | David Monge | 31 | 2051-2053 | |
| 35 | David Areas | 30 | 2073-2080 | |
| 35 | Scott Barksdale# | 30 | 2086-2090 | |
| 35 | Jonathan Guzzetta# | 30 | 2094-2098 | |
| 35 | Aaron Hudson# | 30 | 2087-2091 | |
| 35 | Zack Lindberg | 30 | 2059-2060 | |
| 35 | Joel Peterson | 30 | 2055-2057 | |
| 35 | David Stover# | 30 | 2094-2096 | |
| 35 | Seth Westmoreland | 30 | 2040-2042 | |
| 43 | Bill Beatty# | 29 | 2097-2098 | |
| 43 | Jeremy Blake# | 29 | 2094-2095 | |
| 43 | Bill Lind | 29 | 2091-2094 | |
| 43 | Jon Shaw | 29 | 2043-2045 | |
| 43 | Jesse Stem# | 29 | 2086-2090 | |
| 43 | Ossie Valdez | 29 | 2030-2037 | |
| 49 | Jesus Alvarez | 28 | 2064-2065 | |
| 49 | David Barnes# | 28 | 2091-2096 | |
| 49 | Nick Baxter# | 28 | 2093-2096 | |
| 49 | Eric Davis# | 28 | 2092-2094 | |
| 49 | Matt Lamb# | 28 | 2089-2091 | |
| 49 | Mike Rottler# | 28 | 2091-2094 | |
| 49 | Derek Savard# | 28 | 2094-2097 | |
| 56 | Steven Dalton# | 27 | 2086-2089 | |
| 56 | Mike Dukas | 27 | 2082-2085 | |
| 56 | Chad Emmert | 27 | 2053-2062 | |
| 56 | Jerry Flores | 27 | 2079-2082 | |
| 56 | Steve Frenn# | 27 | 2097-2098 | |
| 56 | Greg Larson# | 27 | 2097-2098 | |
| 56 | Doug Lee# | 27 | 2095-2098 | |
| 63 | Jim Barton | 26 | 2048-2054 | |
| 63 | Francisco Flores# | 26 | 2090-2091 | |
| 63 | Jonathan Garrett | 26 | 2071-2073 | |
| 63 | Jason Howard# | 26 | 2096-2098 | |
| 63 | Shane Lee# | 26 | 2094-2096 | |
| 63 | Anthony McCoy | 26 | 2022-2025 | |
| 63 | Mario Meza# | 26 | 2082-2085 | |
| 63 | Matt O'Bryan# | 26 | 2097-2098 | |
| 63 | Tom Parkinson# | 26 | 2088-2093 | |
| 63 | D.J. Shipley | 26 | 2051-2054 | |
| 63 | Devin Simpson# | 26 | 2090-2091 | |
| 63 | Justin Woll | 26 | 2047-2057 | |
| 75 | Cody Adams | 25 | 2070-2071 | |
| 75 | Tom Blank | 25 | 2080-2081 | |
| 75 | Alex Castillo | 25 | 2056-2066 | |
| 75 | Frank Dorn | 25 | 2074-2075 | |
| 75 | Matt Lidstone# | 25 | 2086-2090 | |
| 75 | Jason Pettus# | 25 | 2097-2098 | |
| 75 | Andy Roche# | 25 | 2094-2098 | |
| 75 | Justin Scharrer# | 25 | 2097-2098 | |
| 75 | Matthew Slade# | 25 | 2088-2089 | |
| 75 | Chris Stanley | 25 | 2073-2074 | |
| 75 | Scott Thrift | 25 | 2075-2076 | |
| 75 | A.J. Tizzard# | 25 | 2094-2095 | |
| 87 | Eric Anderson# | 24 | 2093-2098 | |
| 87 | Luis Aponte | 24 | 2019-2028 | |
| 87 | Chris Block | 24 | 2052-2053 | |
| 87 | Chris Cisek | 24 | 2065-2065 | |
| 87 | Josh Collmenter | 24 | 2008-2008 | |
| 87 | Jack Cook | 24 | 2040-2042 | |
| 87 | Jesus Gallegos | 24 | 2048-2050 | |
| 87 | Larry Harreld# | 24 | 2091-2094 | |
| 87 | Mike Hollenshead# | 24 | 2089-2091 | |
| 87 | Greg Jordan | 24 | 2053-2063 | |
| 87 | Will Lepp# | 24 | 2097-2098 | |
| 87 | Shane Mattila# | 24 | 2095-2098 | |
| 87 | Willie Menchaca | 24 | 2028-2029 | |
| 87 | Tim Murphy | 24 | 2048-2060 |
