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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Nate Gavin# | 5 | 2058-2060 | |
| 2 | Jorge Angeles | 4 | 2050-2051 | |
| 2 | Vince Ellerbee | 4 | 2050-2052 | |
| 2 | Kyle Peacock# | 4 | 2055-2059 | |
| 5 | Steve Atkins# | 3 | 2058-2058 | |
| 5 | John Farrar# | 3 | 2050-2054 | |
| 5 | J.P. Larson# | 3 | 2057-2060 | |
| 5 | Ed Latos | 3 | 2049-2049 | |
| 5 | Billy McLachlan | 3 | 2043-2043 | |
| 5 | Matt Meyer# | 3 | 2056-2058 | |
| 5 | Jesus Moreno# | 3 | 2055-2057 | |
| 5 | John Rudge | 3 | 2037-2038 | |
| 5 | Joe Simonis | 3 | 2043-2043 | |
| 5 | Marc Vazquez | 3 | 2054-2054 | |
| 5 | Larry Vincent# | 3 | 2055-2059 | |
| 16 | Alejandro Anaya# | 2 | 2053-2054 | |
| 16 | Adell Anders | 2 | 2031-2032 | |
| 16 | Fred Argueta | 2 | 2030-2031 | |
| 16 | Gabe Arias | 2 | 2040-2041 | |
| 16 | Jacques Blanc | 2 | 2056-2056 | |
| 16 | Ricky Bolden Jr. | 2 | 2030-2032 | |
| 16 | Mike Calderone# | 2 | 2055-2055 | |
| 16 | Bill Cavanagh# | 2 | 2056-2060 | |
| 16 | Sam Conner# | 2 | 2057-2059 | |
| 16 | Victor Cortez# | 2 | 2058-2059 | |
| 16 | Nick Druckman | 2 | 2046-2046 | |
| 16 | Lenny Dykstra Jr. | 2 | 2039-2041 | |
| 16 | Ignacio Garza# | 2 | 2054-2055 | |
| 16 | Mike Hardy | 2 | 2041-2041 | |
| 16 | Karl Harrison# | 2 | 2056-2057 | |
| 16 | Steve Herring# | 2 | 2052-2053 | |
| 16 | Roger Katz | 2 | 2034-2037 | |
| 16 | Yoshiiku Kikuchi | 2 | 2030-2030 | |
| 16 | Devon Labonte | 2 | 2032-2033 | |
| 16 | Josh Lassiter# | 2 | 2056-2057 | |
| 16 | Tony Maldonado | 2 | 2030-2033 | |
| 16 | Waylon Mallandain# | 2 | 2053-2056 | |
| 16 | Dave McCrudden | 2 | 2034-2034 | |
| 16 | Brady Metro# | 2 | 2057-2060 | |
| 16 | Shane Mills | 2 | 2041-2041 | |
| 16 | Jason Murphy# | 2 | 2054-2057 | |
| 16 | Jamie Myers# | 2 | 2054-2057 | |
| 16 | Tom Novak# | 2 | 2058-2060 | |
| 16 | Chris Olson# | 2 | 2052-2056 | |
| 16 | Carlos Orozco | 2 | 2037-2037 | |
| 16 | Gil Ortiz | 2 | 2036-2036 | |
| 16 | Miguel Ortiz | 2 | 2038-2040 | |
| 16 | Matthew Otto# | 2 | 2055-2055 | |
| 16 | Jon Puente# | 2 | 2047-2049 | |
| 16 | Jerry Ruiz | 2 | 2044-2047 | |
| 16 | Luis Sosa# | 2 | 2058-2060 | |
| 16 | Chris Tappan# | 2 | 2051-2052 | |
| 16 | Jared Vanderford# | 2 | 2057-2059 | |
| 16 | Dave Velasco | 2 | 2035-2037 | |
| 16 | Jamie White# | 2 | 2059-2060 | |
| 56 | Juan Adorno | 1 | 2035-2039 | |
| 56 | Rafael Alfaro# | 1 | 2047-2048 | |
| 56 | Ken Aubin# | 1 | 2059-2059 | |
| 56 | Mike Backman | 1 | 2037-2040 | |
| 56 | Jarrod Banta# | 1 | 2053-2053 | |
| 56 | Dusty Barber# | 1 | 2051-2054 | |
| 56 | Héctor Bello | 1 | 2031-2031 | |
| 56 | Javy Bezares | 1 | 2045-2045 | |
| 56 | Kevin Bongarzone | 1 | 2032-2033 | |
| 56 | Pat Bonham | 1 | 2035-2037 | |
| 56 | Jay Bowman# | 1 | 2048-2050 | |
| 56 | Josh Bradshaw | 1 | 2036-2036 | |
| 56 | Dan Brown# | 1 | 2052-2056 | |
| 56 | Corey Brunjes# | 1 | 2052-2054 | |
| 56 | Martin Butler# | 1 | 2056-2056 | |
| 56 | Josh Caldwell | 1 | 2040-2043 | |
| 56 | Nolan Campbell# | 1 | 2059-2060 | |
| 56 | Juan Capistran | 1 | 2043-2044 | |
| 56 | Bobby Carpenter# | 1 | 2057-2058 | |
| 56 | Danny Carrizales | 1 | 2050-2050 | |
| 56 | Travis Carroll# | 1 | 2057-2057 | |
| 56 | Gustavo Castillo# | 1 | 2056-2059 | |
| 56 | David Castro# | 1 | 2057-2058 | |
| 56 | Graeme Charge | 1 | 2035-2037 | |
| 56 | Shane Conner# | 1 | 2059-2060 | |
| 56 | Kevin Cowan | 1 | 2042-2044 | |
| 56 | Mark Cowen# | 1 | 2049-2053 | |
| 56 | Rico Cruz | 1 | 2044-2045 | |
| 56 | Chuck Darr | 1 | 2053-2053 | |
| 56 | Bobby Darst# | 1 | 2060-2060 | |
| 56 | Dino De Buono | 1 | 2030-2031 | |
| 56 | Tony de Leon# | 1 | 2058-2059 | |
| 56 | Carlos Diaz | 1 | 2041-2043 | |
| 56 | Matt Dupree# | 1 | 2057-2057 | |
| 56 | Ralph Elliott# | 1 | 2057-2060 | |
| 56 | Alfonso Espinoza | 1 | 2040-2041 | |
| 56 | Casey Etheredge# | 1 | 2055-2056 | |
| 56 | Jamie Feola | 1 | 2047-2050 | |
| 56 | Russ Fought# | 1 | 2055-2059 | |
| 56 | Raul Frausto# | 1 | 2043-2044 | |
| 56 | Bobby Fuentes | 1 | 2042-2043 | |
| 56 | Perry Gamble# | 1 | 2053-2053 | |
| 56 | George Garrison# | 1 | 2058-2058 | |
| 56 | Mario Garza | 1 | 2039-2041 | |
| 56 | Mario Gonzales# | 1 | 2054-2056 |
