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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bill Zink# | 31 | 2040-2043 | |
| 2 | Justin Sullins | 26 | 2033-2036 | |
| 3 | Nate Powers | 24 | 2039-2042 | |
| 4 | Dedrick Savage | 23 | 2032-2034 | |
| 4 | Jeremy Steimel | 23 | 2038-2040 | |
| 6 | David Dahlinger | 22 | 2035-2038 | |
| 6 | Justin Meade | 22 | 2039-2042 | |
| 6 | Ryan Nichols | 22 | 2030-2032 | |
| 6 | Adam Voytilla | 22 | 2035-2037 | |
| 10 | Ryan Cooper | 21 | 2050-2053 | |
| 10 | Jordan Narcisse | 21 | 2037-2039 | |
| 10 | Hideo Nomo Jr. | 21 | 2036-2039 | |
| 13 | Seth McMahill | 20 | 2032-2034 | |
| 13 | Steve Steenburg | 20 | 2030-2033 | |
| 13 | Greg Woolery# | 20 | 2043-2045 | |
| 16 | Jay Buhner Jr. | 19 | 2036-2039 | |
| 16 | Jerry Cannell | 19 | 2041-2043 | |
| 16 | Jason Erickson | 19 | 2038-2040 | |
| 16 | Mike Goings# | 19 | 2052-2055 | |
| 16 | Je-won Lim | 19 | 2037-2039 | |
| 16 | Josh Reddish | 19 | 2036-2038 | |
| 16 | Kevin Shea | 19 | 2034-2036 | |
| 23 | Lenny Dykstra Jr. | 18 | 2036-2038 | |
| 23 | Danny Gordon | 18 | 2034-2037 | |
| 23 | Roger Katz | 18 | 2030-2033 | |
| 23 | Josh Kennedy | 18 | 2034-2036 | |
| 23 | Dave Pomerleau | 18 | 2039-2041 | |
| 23 | Chris Sanchez | 18 | 2030-2031 | |
| 23 | Keith Schroth | 18 | 2039-2040 | |
| 30 | Dustin Arcuri | 17 | 2031-2033 | |
| 30 | Josh Caldwell | 17 | 2037-2039 | |
| 30 | Matt Davis | 17 | 2040-2042 | |
| 30 | Bryant Duff | 17 | 2040-2043 | |
| 30 | Luis Hernandez | 17 | 2035-2038 | |
| 30 | Pat McDermott# | 17 | 2049-2052 | |
| 30 | Thurman Munson Jr. | 17 | 2036-2038 | |
| 30 | Ted Osterberg | 17 | 2042-2044 | |
| 38 | Jeff Archer# | 16 | 2056-2059 | |
| 38 | Mike Beale# | 16 | 2051-2054 | |
| 38 | Ryan Bowen | 16 | 2039-2041 | |
| 38 | Brad Dunbar | 16 | 2039-2042 | |
| 38 | Josh Duncan | 16 | 2036-2038 | |
| 38 | Tom Falck | 16 | 2032-2034 | |
| 38 | John Gledhill# | 16 | 2041-2043 | |
| 38 | Lance Kaeser# | 16 | 2054-2057 | |
| 38 | Jeff LaMoureaux | 16 | 2034-2036 | |
| 38 | Travis Le Bris | 16 | 2040-2042 | |
| 38 | Justin Nolen | 16 | 2037-2039 | |
| 38 | Billy Robinson | 16 | 2041-2044 | |
| 38 | Reid Starkey | 16 | 2039-2040 | |
| 38 | Justin Stover | 16 | 2046-2048 | |
| 38 | Jordan Todd | 16 | 2044-2046 | |
| 38 | Alan Wienczkowski | 16 | 2037-2040 | |
| 54 | Bobby Avila# | 15 | 2052-2055 | |
| 54 | Pat Bonham | 15 | 2032-2034 | |
| 54 | Steve Brinkley | 15 | 2038-2040 | |
| 54 | Kyle Brisson | 15 | 2033-2035 | |
| 54 | Justin Brown# | 15 | 2049-2052 | |
| 54 | George Cuff | 15 | 2040-2042 | |
| 54 | Joe Frantzis | 15 | 2040-2042 | |
| 54 | Bill Goeman | 15 | 2034-2036 | |
| 54 | Chris Jones | 15 | 2039-2041 | |
| 54 | Tim LaRock | 15 | 2038-2040 | |
| 54 | Craig Mahoney | 15 | 2032-2034 | |
| 54 | Ryan Martin# | 15 | 2058-2060 | |
| 54 | Jose Segura | 15 | 2035-2038 | |
| 54 | J.T. Shaw | 15 | 2034-2036 | |
| 54 | Jayden Stephenson# | 15 | 2054-2057 | |
| 54 | Adam Tomek | 15 | 2037-2040 | |
| 54 | Mike Walker | 15 | 2038-2040 | |
| 71 | Jack Amundson | 14 | 2041-2043 | |
| 71 | Jeff Andrew# | 14 | 2054-2057 | |
| 71 | Travis Bautista | 14 | 2041-2042 | |
| 71 | Henry Bonnar | 14 | 2037-2038 | |
| 71 | Nick Boudreaux# | 14 | 2049-2052 | |
| 71 | Roman Burk | 14 | 2048-2051 | |
| 71 | Steve Carlson# | 14 | 2050-2053 | |
| 71 | Jay Hamsher | 14 | 2035-2037 | |
| 71 | Morgan Henn# | 14 | 2053-2056 | |
| 71 | Price Hudson | 14 | 2034-2037 | |
| 71 | Adam Huot | 14 | 2042-2044 | |
| 71 | Tommie Jaffray | 14 | 2039-2041 | |
| 71 | Matt Jenkins | 14 | 2041-2043 | |
| 71 | Jim Joseph | 14 | 2036-2038 | |
| 71 | Glenn Kaczynski | 14 | 2038-2040 | |
| 71 | David Keafer | 14 | 2037-2039 | |
| 71 | Jeff King | 14 | 2039-2041 | |
| 71 | Mark Lipscomb | 14 | 2037-2039 | |
| 71 | Matt Lopas# | 14 | 2051-2054 | |
| 71 | Juan Luna | 14 | 2034-2036 | |
| 71 | Matt Maxfield# | 14 | 2057-2060 | |
| 71 | Ted Mengel | 14 | 2032-2034 | |
| 71 | Tom Novak# | 14 | 2055-2058 | |
| 71 | Cesar Palacio# | 14 | 2056-2059 | |
| 71 | Aaron Price# | 14 | 2046-2048 | |
| 71 | Aaron Rarick | 14 | 2043-2045 | |
| 71 | Ray Saltzman | 14 | 2036-2038 | |
| 71 | Phil Schuler# | 14 | 2049-2052 | |
| 71 | Ronnie Slota | 14 | 2050-2053 | |
| 71 | William Taylor | 14 | 2038-2040 |
