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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kil-sung Kim | 85 | 2033-2043 | |
| 2 | Casey Painter | 72 | 2019-2028 | |
| 2 | Rodrigo Rosado | 72 | 2034-2044 | |
| 4 | Fred Burdett | 60 | 2035-2040 | |
| 5 | Blake Asplin | 53 | 2039-2043 | |
| 6 | Tony Sanders | 52 | 2036-2044 | |
| 7 | Jeremiah Andrews | 50 | 2033-2036 | |
| 7 | Steve Mau | 50 | 2040-2044 | |
| 9 | Justin Garner | 49 | 2029-2032 | |
| 10 | Jorge Herrera | 47 | 2033-2036 | |
| 11 | Brian Ashby | 46 | 2018-2024 | |
| 11 | Isaac Daniels | 46 | 2037-2040 | |
| 11 | Scott Donnellon# | 46 | 2040-2044 | |
| 11 | Hector Fernandez | 46 | 2039-2043 | |
| 15 | Paul Gideon | 45 | 2034-2040 | |
| 15 | Jesus Valdemar | 45 | 2036-2044 | |
| 17 | Mike Hood | 44 | 2025-2033 | |
| 17 | Greg Rawson | 44 | 2022-2030 | |
| 17 | Victor Rodriguez | 44 | 2018-2024 | |
| 20 | Nick Harris | 43 | 2027-2032 | |
| 20 | Seika Nikaido | 43 | 2018-2025 | |
| 22 | Quadir Bryant | 42 | 2019-2022 | |
| 22 | Adrian Mowery | 42 | 2021-2028 | |
| 24 | Steve Runk# | 41 | 2037-2048 | |
| 25 | Omar Chavez | 40 | 2031-2040 | |
| 25 | Andrew O'Donnell | 40 | 2033-2044 | |
| 25 | Ben Wiseman | 40 | 2035-2039 | |
| 28 | Bryant Bryan# | 39 | 2035-2037 | |
| 28 | Phil Keohane | 39 | 2027-2033 | |
| 28 | Jim Neely | 39 | 2031-2035 | |
| 28 | Nelson Ramos | 39 | 2028-2032 | |
| 28 | Mike Stout | 39 | 2036-2039 | |
| 28 | Danny Wallace | 39 | 2042-2045 | |
| 34 | Marcos Adames | 38 | 2022-2031 | |
| 34 | Jayden Baker | 38 | 2037-2042 | |
| 34 | Al Brownell | 38 | 2018-2026 | |
| 34 | Travis Schmidt | 38 | 2018-2024 | |
| 38 | Marc Chapman | 37 | 2039-2043 | |
| 38 | Pedro Moreno | 37 | 2031-2035 | |
| 38 | Sean Nagy | 37 | 2020-2028 | |
| 41 | Chris Anderson | 36 | 2025-2043 | |
| 41 | Brian Hanley | 36 | 2026-2033 | |
| 41 | Tony Hoskins | 36 | 2042-2047 | |
| 41 | Evan Tirrell | 36 | 2030-2035 | |
| 41 | Tim Vance | 36 | 2040-2043 | |
| 46 | Harold Coles | 35 | 2041-2045 | |
| 46 | Lorenzo Ruano | 35 | 2038-2044 | |
| 46 | Pyotr Upyrin | 35 | 2025-2032 | |
| 49 | Ray Atkinson# | 34 | 2035-2043 | |
| 49 | Alex Burd | 34 | 2036-2043 | |
| 49 | Terrell Hargrove | 34 | 2034-2044 | |
| 49 | Jerry Klein | 34 | 2018-2022 | |
| 49 | Dave Nevarez# | 34 | 2042-2045 | |
| 49 | Jason Price | 34 | 2043-2046 | |
| 55 | Steve Allen# | 33 | 2037-2043 | |
| 55 | Kyle Chitwood | 33 | 2020-2032 | |
| 55 | Paul Doyle | 33 | 2029-2031 | |
| 55 | Miguel Leon | 33 | 2031-2035 | |
| 55 | Sean Mudge# | 33 | 2043-2048 | |
| 55 | Hugo Torres | 33 | 2025-2032 | |
| 55 | Dave Wishart | 33 | 2029-2037 | |
| 62 | José Batista | 32 | 2033-2036 | |
| 62 | Shane Berry | 32 | 2034-2039 | |
| 62 | Paul MacKenzie# | 32 | 2043-2047 | |
| 62 | Gabriel Manzueta | 32 | 2026-2030 | |
| 62 | Francis Trevino | 32 | 2039-2042 | |
| 62 | Alex Zuniga | 32 | 2028-2032 | |
| 68 | Ira Aguilar | 31 | 2028-2039 | |
| 68 | Jeff Aguilar | 31 | 2037-2039 | |
| 68 | Nick Boyle | 31 | 2036-2042 | |
| 68 | Alex Cole | 31 | 2039-2044 | |
| 68 | Ben Doutrich | 31 | 2019-2023 | |
| 68 | Ruben Estrada | 31 | 2028-2034 | |
| 68 | Danny Fernandez | 31 | 2019-2023 | |
| 68 | Javon McKenzie | 31 | 2040-2047 | |
| 68 | Ange Riou | 31 | 2018-2021 | |
| 77 | Keiran Bond | 30 | 2035-2044 | |
| 77 | Jordan Cheyne | 30 | 2026-2030 | |
| 77 | Omar Garcia | 30 | 2031-2035 | |
| 77 | Vince Gaskin# | 30 | 2042-2044 | |
| 77 | Ruben Gutierrez | 30 | 2020-2023 | |
| 77 | Jose Moran | 30 | 2036-2039 | |
| 77 | Phil Morris | 30 | 2020-2024 | |
| 77 | Jim Prudhomme | 30 | 2041-2045 | |
| 77 | Ken Standifer# | 30 | 2040-2044 | |
| 77 | Matt Walter | 30 | 2035-2037 | |
| 87 | Shane Baker | 29 | 2036-2042 | |
| 87 | Zach Brendel | 29 | 2036-2043 | |
| 87 | Bobby Giron | 29 | 2028-2031 | |
| 87 | Lukyan Jakushin | 29 | 2027-2039 | |
| 87 | Donald Williams | 29 | 2022-2025 | |
| 92 | Tylor Nicolia# | 28 | 2042-2045 | |
| 92 | Gaetan Noe | 28 | 2040-2046 | |
| 92 | Miguel Rios# | 28 | 2045-2048 | |
| 92 | Adam Venable | 28 | 2039-2041 | |
| 96 | Chris Barber | 27 | 2021-2026 | |
| 96 | Tony Cannizzaro# | 27 | 2040-2042 | |
| 96 | Henry Cerda | 27 | 2040-2043 | |
| 96 | Richard Chenault | 27 | 2029-2034 | |
| 96 | Jose Davila | 27 | 2021-2031 |
