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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Juan Gonzalez# | 26 | 2033-2052 | |
| 2 | Kevin Choate* | 15 | 2018-2033 | |
| 3 | Brad Riddick# | 14 | 2033-2051 | |
| 4 | Mike Storbeck* | 13 | 2031-2047 | |
| 5 | Dan O'Keeffe | 12 | 2030-2045 | |
| 6 | Justin Carrillo | 11 | 2025-2041 | |
| 6 | Seth Chewning | 11 | 2018-2033 | |
| 6 | Karl Gordam# | 11 | 2040-2052 | |
| 6 | Spencer Hay# | 11 | 2042-2052 | |
| 6 | Jason Mosier | 11 | 2023-2035 | |
| 11 | Steven Allen | 10 | 2030-2044 | |
| 11 | Allen George | 10 | 2018-2028 | |
| 11 | Mike Rensi | 10 | 2021-2036 | |
| 14 | Kevin Feltes# | 9 | 2037-2052 | |
| 14 | Matt Gunnison | 9 | 2030-2049 | |
| 14 | Josh Pierce | 9 | 2036-2048 | |
| 14 | Mike Ricketts# | 9 | 2043-2052 | |
| 14 | Rick Santy | 9 | 2031-2043 | |
| 19 | Neil Bryan | 8 | 2024-2038 | |
| 19 | Brian Collins# | 8 | 2035-2052 | |
| 19 | Adam Dodson | 8 | 2035-2051 | |
| 19 | Izzy Marquez* | 8 | 2027-2047 | |
| 19 | Nate Spinks# | 8 | 2043-2052 | |
| 19 | Steve Thomas | 8 | 2030-2049 | |
| 19 | John Williams | 8 | 2021-2039 | |
| 26 | Efrain Gonzalez | 7 | 2025-2040 | |
| 26 | Shuhei Ouchi# | 7 | 2048-2052 | |
| 26 | Mike Pentland | 7 | 2031-2045 | |
| 26 | Mike Rodriguez# | 7 | 2039-2051 | |
| 26 | Jonathan Romero | 7 | 2019-2035 | |
| 26 | Jason Sumrall | 7 | 2023-2042 | |
| 32 | Tom Call | 6 | 2032-2047 | |
| 32 | Adrian Ducote* | 6 | 2029-2048 | |
| 32 | John Hoover# | 6 | 2032-2052 | |
| 32 | Alexis Mendez* | 6 | 2018-2034 | |
| 32 | Landon Paulick# | 6 | 2044-2052 | |
| 32 | Trenton Peterson# | 6 | 2032-2051 | |
| 32 | Tony Ramos# | 6 | 2046-2052 | |
| 32 | Greg Sebera | 6 | 2039-2050 | |
| 40 | Donald Burroughs | 5 | 2018-2029 | |
| 40 | Andrew Carroll | 5 | 2025-2042 | |
| 40 | Eric Casale | 5 | 2031-2050 | |
| 40 | Julian Castro | 5 | 2035-2044 | |
| 40 | Dave Christensen | 5 | 2018-2028 | |
| 40 | Greg Crouse | 5 | 2018-2026 | |
| 40 | Scott Drum* | 5 | 2028-2040 | |
| 40 | Pat Dudding | 5 | 2026-2035 | |
| 40 | Nate Edmondson# | 5 | 2048-2052 | |
| 40 | Steve Gorter | 5 | 2030-2045 | |
| 40 | Jesus Gutierrez# | 5 | 2050-2052 | |
| 40 | Jason Hendsbee# | 5 | 2041-2052 | |
| 40 | Jamie Kirchner | 5 | 2027-2046 | |
| 40 | Faddei Madaev | 5 | 2028-2040 | |
| 40 | Jared Marks | 5 | 2018-2028 | |
| 40 | Justin Petro | 5 | 2021-2034 | |
| 40 | Matt Robertson | 5 | 2029-2043 | |
| 40 | Alejandro Rodriguez# | 5 | 2041-2052 | |
| 40 | Jason Scothorn# | 5 | 2046-2052 | |
| 40 | Craig Simon | 5 | 2029-2040 | |
| 40 | Vinny Zavala | 5 | 2033-2045 | |
| 61 | Joey Beaudoin | 4 | 2022-2031 | |
| 61 | Eric Bonner | 4 | 2018-2026 | |
| 61 | Joe Braun | 4 | 2037-2050 | |
| 61 | Siu-chung Chieu | 4 | 2034-2048 | |
| 61 | Eddie Constantino | 4 | 2018-2034 | |
| 61 | Daniel Cuevas | 4 | 2018-2028 | |
| 61 | Mark Foglesong# | 4 | 2035-2051 | |
| 61 | Jon Foster | 4 | 2028-2032 | |
| 61 | Seung-hyeon Kim | 4 | 2022-2032 | |
| 61 | Alexei Liberman | 4 | 2029-2042 | |
| 61 | Peter Mgulia | 4 | 2032-2044 | |
| 61 | Joe Miller | 4 | 2025-2039 | |
| 61 | Ryan Morales | 4 | 2025-2039 | |
| 61 | Wayne Murphy | 4 | 2037-2049 | |
| 61 | Randy Nelson# | 4 | 2032-2052 | |
| 61 | Brent Page | 4 | 2034-2047 | |
| 61 | Josh Reed | 4 | 2031-2044 | |
| 61 | Joey Reeves | 4 | 2018-2023 | |
| 61 | Bill Rich | 4 | 2030-2045 | |
| 61 | Alan Scafidi | 4 | 2023-2034 | |
| 61 | Alex Smith# | 4 | 2049-2052 | |
| 61 | Jim Steeb# | 4 | 2034-2052 | |
| 61 | Kwan-wuk Tae# | 4 | 2034-2052 | |
| 61 | Russ Watson | 4 | 2035-2044 | |
| 61 | Aaron Wierzba# | 4 | 2048-2052 | |
| 86 | Steve Anthony | 3 | 2018-2022 | |
| 86 | Phil Beard# | 3 | 2046-2052 | |
| 86 | Brad Brummel | 3 | 2031-2042 | |
| 86 | Ivan Ceballo | 3 | 2036-2048 | |
| 86 | Gerardo Cruz | 3 | 2018-2025 | |
| 86 | Justin Donahue# | 3 | 2040-2052 | |
| 86 | Danny Dudley# | 3 | 2042-2052 | |
| 86 | Chad Edwards# | 3 | 2046-2052 | |
| 86 | Rich Edwards | 3 | 2028-2041 | |
| 86 | Noah Ellenbecker | 3 | 2037-2047 | |
| 86 | Kurat Feyzioglu# | 3 | 2041-2052 | |
| 86 | Danny Garcia | 3 | 2018-2025 | |
| 86 | Jose Giminez | 3 | 2033-2049 | |
| 86 | John Griese | 3 | 2038-2050 | |
| 86 | Ivan Hassett | 3 | 2033-2044 |
