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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 | Cohen Brouillette | 185 | 2015-2028 | |
| 5 | Jake Nelson | 184 | 2012-2030 | |
| 6 | Curt Rhodes | 182 | 2017-2031 | |
| 7 | Joe Hardy# | 175 | 2023-2032 | |
| 8 | Tom O'Day# | 174 | 2018-2032 | |
| 9 | Tanner Johnson# | 171 | 2024-2032 | |
| 10 | Lou Latulippe | 164 | 2016-2031 | |
| 11 | Bruce Lowe# | 163 | 2018-2031 | |
| 11 | Ze-dong Zhang# | 163 | 2021-2032 | |
| 13 | Kinnosuke Sato | 159 | 2016-2030 | |
| 14 | Paul Johnston | 158 | 2014-2026 | |
| 15 | Roberto Martínez | 157 | 2012-2023 | |
| 16 | Masafumi Tamura# | 156 | 2024-2032 | |
| 16 | Luis Vega# | 156 | 2019-2032 | |
| 18 | Elvis Callahan | 155 | 2016-2030 | |
| 18 | Enrique Canó# | 155 | 2018-2032 | |
| 18 | António Gómez | 155 | 2012-2022 | |
| 18 | José Serrano | 155 | 2012-2027 | |
| 22 | Nolan Lyons | 150 | 2012-2022 | |
| 23 | Fred Butler | 149 | 2017-2030 | |
| 24 | Tomás Bravo# | 148 | 2023-2032 | |
| 25 | Raúl Pérez | 146 | 2012-2021 | |
| 26 | Phoenix Smith# | 144 | 2022-2032 | |
| 26 | Ramón Vázquez | 144 | 2017-2031 | |
| 28 | Paul Barrett# | 143 | 2022-2032 | |
| 29 | Lorenzo Soto# | 142 | 2017-2032 | |
| 30 | Wilfred Brooks | 139 | 2012-2023 | |
| 31 | Juan Mendoza# | 138 | 2020-2032 | |
| 32 | Theodore Foster | 137 | 2017-2030 | |
| 33 | Oniji Nakashima | 136 | 2019-2029 | |
| 34 | Tom Owens | 132 | 2013-2029 | |
| 35 | Allen Cox# | 129 | 2022-2032 | |
| 36 | Ross Allan# | 126 | 2024-2032 | |
| 36 | Rodney Armstrong | 126 | 2012-2024 | |
| 38 | Oliver Romero# | 125 | 2023-2032 | |
| 39 | Felipe Clavijo# | 122 | 2019-2030 | |
| 40 | Júlio García | 121 | 2015-2029 | |
| 41 | Elvis Sharp | 118 | 2012-2022 | |
| 42 | Sotatsu Hayagawa# | 117 | 2019-2032 | |
| 42 | Kevin Sampson | 117 | 2012-2026 | |
| 42 | Ange Schmit# | 117 | 2024-2032 | |
| 45 | António Navarro# | 115 | 2021-2032 | |
| 46 | Jeff Kimball | 114 | 2020-2029 | |
| 46 | Derrick Scott | 114 | 2014-2023 | |
| 46 | Ray Weeks | 114 | 2022-2032 | |
| 46 | Rob Young | 114 | 2018-2029 | |
| 50 | Adhipa Vemireddy# | 113 | 2024-2032 | |
| 51 | Franklin Cox | 112 | 2012-2028 | |
| 51 | Steve Estes | 112 | 2016-2026 | |
| 51 | Peter Miner# | 112 | 2025-2032 | |
| 54 | Walt Lawson# | 111 | 2021-2032 | |
| 55 | Ángel Galindo | 110 | 2012-2024 | |
| 55 | Leonardo Reynoso | 110 | 2016-2030 | |
| 57 | Landy Lu# | 109 | 2024-2032 | |
| 58 | Stephen Lawrence | 108 | 2012-2023 | |
| 59 | Adrien Clément# | 106 | 2015-2032 | |
| 59 | Matt Quinlan# | 106 | 2022-2032 | |
| 61 | Clarence Byrd# | 105 | 2021-2032 | |
| 61 | Oda Kudo | 105 | 2018-2029 | |
| 61 | Ed Lott | 105 | 2017-2029 | |
| 64 | José Berrios# | 104 | 2024-2032 | |
| 64 | Lincoln Brouillette | 104 | 2017-2028 | |
| 64 | António Medrano# | 104 | 2023-2032 | |
| 64 | Jan Shirazi# | 104 | 2023-2032 | |
| 68 | John Martin | 102 | 2013-2027 | |
| 69 | George Alexander Lewis | 101 | 2016-2025 | |
| 69 | Morgan Tyson# | 101 | 2025-2032 | |
| 71 | Nathan Wilson | 100 | 2012-2022 | |
| 72 | Shayne Linnie | 99 | 2014-2026 | |
| 73 | Yohann Bosler# | 98 | 2024-2032 | |
| 73 | Mike Miller | 98 | 2012-2023 | |
| 73 | Evan Warner | 98 | 2012-2022 | |
| 76 | Kirk Snyder | 97 | 2017-2029 | |
| 77 | Jack Beard | 96 | 2018-2029 | |
| 77 | Mehmood Dar# | 96 | 2023-2032 | |
| 77 | José Ramos | 96 | 2019-2030 | |
| 77 | Kent Rose | 96 | 2012-2022 | |
| 77 | Adam Thomas | 96 | 2012-2021 | |
| 82 | Tony Baltiérrez | 95 | 2020-2029 | |
| 82 | Austin Brown | 95 | 2012-2021 | |
| 82 | Bob Magee | 95 | 2012-2025 | |
| 85 | John Bryan | 94 | 2015-2025 | |
| 85 | Will Caron# | 94 | 2024-2032 | |
| 87 | Manuel Ruíz | 93 | 2012-2020 | |
| 88 | John Cannon | 92 | 2019-2029 | |
| 88 | William Howard | 92 | 2016-2024 | |
| 88 | Yoshiaga Ueno | 92 | 2019-2027 | |
| 91 | Orlando Días# | 91 | 2023-2032 | |
| 91 | Kazuhiko Kanno | 91 | 2013-2027 | |
| 93 | Jon Lewis | 90 | 2012-2030 | |
| 94 | Claude Howard | 89 | 2012-2029 | |
| 95 | Mal Tosewell | 88 | 2019-2029 | |
| 96 | Tom Owens | 87 | 2012-2022 | |
| 96 | Ángel Ruíz# | 87 | 2027-2032 | |
| 96 | Paul Wise | 87 | 2019-2029 | |
| 99 | Rich Barrett | 86 | 2012-2025 | |
| 99 | Mushanokoji Uchida | 86 | 2017-2026 |
