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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Travis Baca# | 2 | 2098 | |
| 1 | Andy Walker# | 2 | 2098 | |
| 1 | J.D. Ingerman# | 2 | 2098 | |
| 4 | Fernando Mendoza# | 1 | 2098 | |
| 4 | Matt Bundy# | 1 | 2098 | |
| 4 | Victor Peden# | 1 | 2098 | |
| 4 | Joe White# | 1 | 2098 | |
| 4 | Dane Wein# | 1 | 2098 | |
| 4 | Dusty Sledge# | 1 | 2098 | |
| 4 | Jim Ostroot# | 1 | 2098 | |
| 4 | Matt Maudsley# | 1 | 2098 | |
| 4 | Eric Lawrence# | 1 | 2098 | |
| 13 | Mike Ward# | 0 | 2098 | |
| 13 | Dan Averill# | 0 | 2098 | |
| 13 | Matt Dahlman# | 0 | 2098 | |
| 13 | Travis Mogg# | 0 | 2098 | |
| 13 | Jeremy Meduna# | 0 | 2098 | |
| 13 | Mike Bivona# | 0 | 2098 | |
| 13 | Seth Jinks# | 0 | 2098 | |
| 13 | Kennie Collins# | 0 | 2098 | |
| 13 | Juan Paulino# | 0 | 2098 | |
| 13 | Mike Boyum# | 0 | 2098 | |
| 13 | Mike Kretchmar# | 0 | 2098 | |
| 13 | Bryan Babiarz# | 0 | 2098 | |
| 13 | Jaden Seals# | 0 | 2098 | |
| 13 | Juan Benitez# | 0 | 2098 | |
| 13 | Willie Hinojos# | 0 | 2098 | |
| 13 | Casey Maynard# | 0 | 2098 | |
| 13 | Ben Vaughn# | 0 | 2098 | |
| 13 | Ethan Kelley# | 0 | 2098 | |
| 13 | Craig Wilson# | 0 | 2098 | |
| 13 | Tony Gomez# | 0 | 2098 | |
| 13 | Sam Emberton# | 0 | 2098 | |
| 13 | Willis Trevino# | 0 | 2098 |
