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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Greg Barber | 137 | 2032-2047 | |
| 2 | Quentin Childress | 123 | 2017-2033 | |
| 3 | Orlando Hernández | 105 | 2028-2045 | |
| 4 | José González | 103 | 2017-2031 | |
| 4 | Tokutomi Inokuma | 103 | 2038-2048 | |
| 6 | Greg Robertson | 101 | 2025-2040 | |
| 7 | Jeff Amery | 100 | 2046-2058 | |
| 7 | Mike Cox# | 100 | 2053-2065 | |
| 9 | Bob Fisher | 98 | 2028-2041 | |
| 10 | Jesús Barrón | 97 | 2037-2050 | |
| 10 | Keagan Gill | 97 | 2029-2040 | |
| 12 | Tony Becerra | 95 | 2023-2035 | |
| 13 | Romeo Florimo | 94 | 2021-2039 | |
| 14 | Ernesto Flores | 93 | 2041-2051 | |
| 15 | Alfredo Soto | 91 | 2033-2042 | |
| 16 | José Sandoval | 90 | 2045-2058 | |
| 16 | Andy Simpson | 90 | 2018-2029 | |
| 18 | Steve Hill | 88 | 2040-2053 | |
| 19 | Hildo Stam | 87 | 2050-2065 | |
| 20 | Doug Hudson | 86 | 2021-2032 | |
| 20 | Johnny Wilcox | 86 | 2021-2032 | |
| 22 | Chris Ashley | 83 | 2047-2062 | |
| 22 | Jeff Stephens | 83 | 2023-2037 | |
| 24 | Charlie Norton | 82 | 2032-2042 | |
| 25 | Frederik Tuft | 81 | 2017-2027 | |
| 26 | Jorge Guerra | 80 | 2041-2055 | |
| 26 | Dave Harris | 80 | 2053-2064 | |
| 26 | Jeff Holt | 80 | 2017-2032 | |
| 26 | Jorge Valdés | 80 | 2039-2052 | |
| 30 | Jason Crocker | 79 | 2037-2047 | |
| 30 | Bandit Hatfield | 79 | 2013-2029 | |
| 32 | Norm Young | 78 | 2013-2028 | |
| 33 | Jonathan Davis | 77 | 2040-2049 | |
| 33 | Víctor García | 77 | 2037-2050 | |
| 35 | Will Gittleman# | 76 | 2054-2065 | |
| 36 | Ken Holgate | 75 | 2052-2065 | |
| 36 | Ed Locke | 75 | 2035-2047 | |
| 36 | Brad Nelson | 75 | 2025-2040 | |
| 36 | Ernesto Ochoa | 75 | 2038-2051 | |
| 36 | Eddie Rhodes | 75 | 2031-2042 | |
| 41 | Brian Camerlengo# | 74 | 2056-2064 | |
| 41 | Pat Lamothe | 74 | 2037-2051 | |
| 41 | Mike McCormick | 74 | 2015-2032 | |
| 41 | Mario Morán | 74 | 2037-2049 | |
| 45 | Bertil Aarden | 73 | 2029-2047 | |
| 45 | Joe Floyd# | 73 | 2052-2061 | |
| 45 | Rocky Robbins | 73 | 2025-2041 | |
| 48 | Jorge Cervantes | 72 | 2026-2040 | |
| 48 | Bob Martin | 72 | 2021-2033 | |
| 48 | Daryl McCoy | 72 | 2040-2054 | |
| 48 | Darren Parsons | 72 | 2052-2065 | |
| 48 | Shoyo Sakamoto | 72 | 2030-2044 | |
| 48 | Manuel Schleusingen | 72 | 2035-2047 | |
| 54 | Benvenuto Coriolano# | 71 | 2054-2065 | |
| 54 | Aurelio Souza | 71 | 2045-2058 | |
| 56 | Jerry O'Bryan# | 70 | 2052-2060 | |
| 56 | Dave Smith | 70 | 2023-2036 | |
| 58 | Mike Evans | 69 | 2043-2058 | |
| 58 | Eric Griffin | 69 | 2038-2048 | |
| 58 | Ed Johnston | 69 | 2027-2041 | |
| 58 | Dan Rogers# | 69 | 2058-2065 | |
| 62 | Raúl De La Cruz# | 68 | 2056-2065 | |
| 62 | Drew Duff | 68 | 2034-2045 | |
| 62 | Hiroya Ine | 68 | 2021-2029 | |
| 62 | Joaquín Martínez | 68 | 2029-2038 | |
| 62 | Jorge Reyes | 68 | 2028-2040 | |
| 62 | José Vera | 68 | 2038-2049 | |
| 68 | Álex De Jesús | 67 | 2038-2050 | |
| 68 | Erik Jones | 67 | 2036-2052 | |
| 68 | Jon Logsdon | 67 | 2050-2058 | |
| 68 | Tony Martínez | 67 | 2026-2039 | |
| 68 | Edgar Rangel | 67 | 2041-2057 | |
| 68 | Joaquín Rodríguez | 67 | 2040-2049 | |
| 74 | Héctor Cruz | 66 | 2015-2026 | |
| 74 | Jeff Harris | 66 | 2035-2045 | |
| 74 | Alfredo Martínez | 66 | 2045-2054 | |
| 74 | Dave Opstad | 66 | 2038-2048 | |
| 74 | Raúl Otero | 66 | 2030-2044 | |
| 74 | Bill Snow | 66 | 2028-2040 | |
| 80 | Eric Conley | 65 | 2027-2040 | |
| 80 | Dave Harding | 65 | 2040-2048 | |
| 80 | José Martínez | 65 | 2027-2044 | |
| 80 | Charlie Ruggles | 65 | 2031-2043 | |
| 80 | Kazushige Sasaki | 65 | 2038-2049 | |
| 80 | Stan Williams | 65 | 2021-2036 | |
| 86 | Jeff Gray | 64 | 2018-2029 | |
| 86 | Eddie Hampton | 64 | 2025-2038 | |
| 86 | Mitch Hockenberry | 64 | 2013-2026 | |
| 86 | Rick McAfee | 64 | 2031-2043 | |
| 86 | Bob McGuire | 64 | 2017-2027 | |
| 86 | Ogai Ota | 64 | 2036-2049 | |
| 86 | Wing Zi | 64 | 2034-2048 | |
| 93 | António Córdova | 63 | 2035-2047 | |
| 93 | Jim François | 63 | 2037-2050 | |
| 93 | Chad Lambright# | 63 | 2057-2065 | |
| 93 | Luis Méndez | 63 | 2027-2040 | |
| 93 | Buwono Pakpahan | 63 | 2022-2032 | |
| 93 | Riemer van Rhee | 63 | 2053-2065 | |
| 93 | Rubén Vázquez | 63 | 2039-2047 | |
| 100 | Bobby Burnett | 62 | 2017-2030 |
