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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Maurice Gould | 266 | 2012-2030 | |
| 2 | Anthony Atkinson | 207 | 2013-2031 | |
| 3 | José Gallegos | 200 | 2016-2032 | |
| 4 | Joe Hardy# | 198 | 2023-2033 | |
| 5 | Tanner Johnson# | 190 | 2024-2033 | |
| 6 | Cohen Brouillette* | 185 | 2015-2028 | |
| 7 | Jake Nelson | 184 | 2012-2030 | |
| 8 | Curt Rhodes | 182 | 2017-2031 | |
| 9 | Tom O'Day | 174 | 2018-2032 | |
| 10 | Lou Latulippe | 164 | 2016-2031 | |
| 10 | Ze-dong Zhang# | 164 | 2021-2033 | |
| 12 | Bruce Lowe | 163 | 2018-2031 | |
| 13 | Paul Barrett# | 162 | 2022-2033 | |
| 14 | Masafumi Tamura# | 160 | 2024-2033 | |
| 15 | Kinnosuke Sato | 159 | 2016-2030 | |
| 16 | Paul Johnston | 158 | 2014-2026 | |
| 16 | Luis Vega# | 158 | 2019-2033 | |
| 18 | Roberto Martínez | 157 | 2012-2023 | |
| 19 | Elvis Callahan | 155 | 2016-2030 | |
| 19 | Enrique Canó | 155 | 2018-2032 | |
| 19 | António Gómez | 155 | 2012-2022 | |
| 19 | José Serrano | 155 | 2012-2027 | |
| 23 | Phoenix Smith# | 154 | 2022-2033 | |
| 24 | Nolan Lyons | 150 | 2012-2022 | |
| 24 | Juan Mendoza# | 150 | 2020-2033 | |
| 24 | Lorenzo Soto# | 150 | 2017-2033 | |
| 27 | Fred Butler | 149 | 2017-2030 | |
| 28 | Tomás Bravo# | 148 | 2023-2032 | |
| 29 | Raúl Pérez | 146 | 2012-2021 | |
| 30 | Ramón Vázquez | 144 | 2017-2031 | |
| 31 | Oliver Romero# | 141 | 2023-2033 | |
| 32 | Ross Allan# | 140 | 2024-2033 | |
| 33 | Wilfred Brooks | 139 | 2012-2023 | |
| 34 | Theodore Foster | 137 | 2017-2030 | |
| 34 | Ange Schmit# | 137 | 2024-2033 | |
| 36 | Allen Cox# | 136 | 2022-2033 | |
| 36 | Oniji Nakashima | 136 | 2019-2029 | |
| 38 | Peter Miner# | 133 | 2025-2033 | |
| 39 | Tom Owens | 132 | 2013-2029 | |
| 39 | Adhipa Vemireddy# | 132 | 2024-2033 | |
| 41 | Sotatsu Hayagawa# | 131 | 2019-2033 | |
| 42 | Landy Lu# | 129 | 2024-2033 | |
| 43 | Rodney Armstrong | 126 | 2012-2024 | |
| 44 | Felipe Clavijo | 122 | 2019-2030 | |
| 45 | Júlio García | 121 | 2015-2029 | |
| 46 | António Navarro# | 119 | 2021-2033 | |
| 47 | Elvis Sharp | 118 | 2012-2022 | |
| 48 | Kevin Sampson | 117 | 2012-2026 | |
| 49 | Walt Lawson# | 116 | 2021-2033 | |
| 49 | Jan Shirazi# | 116 | 2023-2033 | |
| 51 | Yohann Bosler# | 115 | 2024-2033 | |
| 52 | Jeff Kimball | 114 | 2020-2029 | |
| 52 | Derrick Scott | 114 | 2014-2023 | |
| 52 | Ray Weeks | 114 | 2022-2032 | |
| 52 | Rob Young | 114 | 2018-2029 | |
| 56 | Adrien Clément# | 113 | 2015-2033 | |
| 57 | Franklin Cox | 112 | 2012-2028 | |
| 57 | Steve Estes | 112 | 2016-2026 | |
| 59 | Ángel Galindo | 110 | 2012-2024 | |
| 59 | Leonardo Reynoso | 110 | 2016-2030 | |
| 61 | Clarence Byrd# | 108 | 2021-2033 | |
| 61 | Stephen Lawrence | 108 | 2012-2023 | |
| 63 | Matt Quinlan# | 107 | 2022-2033 | |
| 63 | Morgan Tyson# | 107 | 2025-2033 | |
| 65 | António Medrano# | 106 | 2023-2033 | |
| 66 | José Berrios# | 105 | 2024-2033 | |
| 66 | Oda Kudo | 105 | 2018-2029 | |
| 66 | Ed Lott | 105 | 2017-2029 | |
| 69 | Lincoln Brouillette | 104 | 2017-2028 | |
| 69 | Will Caron# | 104 | 2024-2033 | |
| 71 | John Martin | 102 | 2013-2027 | |
| 72 | Mehmood Dar# | 101 | 2023-2033 | |
| 72 | George Alexander Lewis | 101 | 2016-2025 | |
| 74 | Ángel Ruíz# | 100 | 2027-2033 | |
| 74 | Nathan Wilson | 100 | 2012-2022 | |
| 76 | Shayne Linnie | 99 | 2014-2026 | |
| 77 | Khurshid Durrani# | 98 | 2023-2033 | |
| 77 | Mike Miller | 98 | 2012-2023 | |
| 77 | Evan Warner | 98 | 2012-2022 | |
| 80 | Kirk Snyder | 97 | 2017-2029 | |
| 81 | Jack Beard | 96 | 2018-2029 | |
| 81 | Elias Bowen# | 96 | 2026-2033 | |
| 81 | José Ramos | 96 | 2019-2030 | |
| 81 | Kent Rose | 96 | 2012-2022 | |
| 81 | Adam Thomas | 96 | 2012-2021 | |
| 86 | Tony Baltiérrez | 95 | 2020-2029 | |
| 86 | Austin Brown | 95 | 2012-2021 | |
| 86 | Mitsunari Kobayashi# | 95 | 2028-2033 | |
| 86 | Bob Magee | 95 | 2012-2025 | |
| 90 | John Bryan | 94 | 2015-2025 | |
| 90 | Felipe Rodríguez# | 94 | 2028-2033 | |
| 92 | Manuel Ruíz | 93 | 2012-2020 | |
| 93 | John Cannon | 92 | 2019-2029 | |
| 93 | William Howard | 92 | 2016-2024 | |
| 93 | Yoshiaga Ueno | 92 | 2019-2027 | |
| 96 | Orlando Días# | 91 | 2023-2033 | |
| 96 | Kazuhiko Kanno | 91 | 2013-2027 | |
| 96 | Fred Price# | 91 | 2025-2033 | |
| 99 | Jon Lewis | 90 | 2012-2030 | |
| 100 | Jose Albertrani# | 89 | 2026-2033 |
