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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Sebastiaan de Roode# | 9 | 2032-2033 | |
| 2 | Tsurayuki Harada | 8 | 2029-2040 | |
| 3 | Andrew Burns | 6 | 2021-2033 | |
| 3 | Adam Pemberton# | 6 | 2027-2040 | |
| 3 | Barney Swanson# | 6 | 2027-2042 | |
| 6 | Brock Barrett | 5 | 2012-2025 | |
| 6 | Mauro Bustamante# | 5 | 2035-2040 | |
| 6 | Michael Mooney# | 5 | 2038-2040 | |
| 9 | Felipe Aguilera# | 4 | 2037-2040 | |
| 9 | Marcos Alcorta | 4 | 2025-2030 | |
| 9 | Jim Fish | 4 | 2024-2037 | |
| 9 | Luis Miguel Freitas# | 4 | 2035-2040 | |
| 9 | Manuel Guerrero# | 4 | 2040-2042 | |
| 9 | Robinson Hernández# | 4 | 2028-2038 | |
| 9 | Min-zhong Lou# | 4 | 2034-2035 | |
| 9 | Juan Pérez | 4 | 2028-2040 | |
| 9 | Andrés Rodríguez# | 4 | 2030-2041 | |
| 9 | Roberto Ruíz# | 4 | 2034-2036 | |
| 9 | Kyle Tatham | 4 | 2025-2026 | |
| 9 | Pedro Torres# | 4 | 2027-2042 | |
| 9 | León Vallés | 4 | 2009-2013 | |
| 9 | Everton Wallwin# | 4 | 2035-2040 | |
| 23 | Chris Acevez | 3 | 2026-2041 | |
| 23 | Tommy Atkins# | 3 | 2036-2042 | |
| 23 | Arlen Badger | 3 | 2027-2039 | |
| 23 | Lewis Bedser# | 3 | 2034-2042 | |
| 23 | Ángel Borges# | 3 | 2039-2039 | |
| 23 | Lou Butler# | 3 | 2029-2041 | |
| 23 | Ming Chen# | 3 | 2041-2041 | |
| 23 | Eric Coleman# | 3 | 2039-2041 | |
| 23 | Félix Córdova | 3 | 2023-2035 | |
| 23 | Roderick Davis | 3 | 2033-2033 | |
| 23 | Robbie Dupuis | 3 | 2028-2040 | |
| 23 | Jorge Flores# | 3 | 2033-2034 | |
| 23 | José Flores# | 3 | 2034-2034 | |
| 23 | Fernando García | 3 | 2032-2035 | |
| 23 | José González | 3 | 2013-2022 | |
| 23 | Oliver González | 3 | 2014-2016 | |
| 23 | Izumo Kondo | 3 | 2025-2031 | |
| 23 | Roy Little# | 3 | 2037-2040 | |
| 23 | Emílio Martínez | 3 | 2032-2041 | |
| 23 | Celio Miguis# | 3 | 2039-2040 | |
| 23 | Damien Neighbour# | 3 | 2033-2041 | |
| 23 | Luis Nieves | 3 | 2032-2032 | |
| 23 | Millard Norman | 3 | 2024-2024 | |
| 23 | René Padilla# | 3 | 2034-2034 | |
| 23 | Juan Jose Patino | 3 | 2024-2038 | |
| 23 | Alfredo Reyes | 3 | 2027-2036 | |
| 23 | Joe Russell# | 3 | 2028-2037 | |
| 23 | Eisuke Sanu | 3 | 2020-2023 | |
| 23 | Seong-chae Somun | 3 | 2029-2039 | |
| 23 | Shigenobu Taguchi | 3 | 2025-2039 | |
| 23 | Orlando Trujillo# | 3 | 2026-2027 | |
| 23 | Huibrecht Ubbens | 3 | 2032-2036 | |
| 23 | Héctor Ventura# | 3 | 2033-2040 | |
| 23 | Erik Watson | 3 | 2024-2039 | |
| 23 | Robby Wiggins | 3 | 2029-2029 | |
| 23 | Yuji Yamashita# | 3 | 2032-2033 | |
| 59 | Arnold Adams# | 2 | 2034-2035 | |
| 59 | Phil Anderson | 2 | 2012-2014 | |
| 59 | Hung Bao# | 2 | 2039-2042 | |
| 59 | Fred Benjamin* | 2 | 2012-2029 | |
| 59 | Kenny Boone# | 2 | 2038-2038 | |
| 59 | Shawn Burris | 2 | 2007-2011 | |
| 59 | Carel Calkhoven# | 2 | 2040-2040 | |
| 59 | Kurt Cameron# | 2 | 2036-2038 | |
| 59 | Jason Campbell | 2 | 2020-2025 | |
| 59 | Martin Cantin | 2 | 2012-2012 | |
| 59 | Luis Cavazos# | 2 | 2035-2036 | |
| 59 | Hyung-on Che# | 2 | 2040-2040 | |
| 59 | Hyo-cheong Cho# | 2 | 2037-2038 | |
| 59 | José Chávez | 2 | 2012-2015 | |
| 59 | Henry Cluett# | 2 | 2029-2030 | |
| 59 | Allen Cook | 2 | 2024-2038 | |
| 59 | Tony Correa# | 2 | 2037-2037 | |
| 59 | Dimião Cortes# | 2 | 2037-2038 | |
| 59 | Ryan Coyfe# | 2 | 2030-2042 | |
| 59 | Bob Cruz# | 2 | 2037-2042 | |
| 59 | Jesús Cruz | 2 | 2019-2022 | |
| 59 | Takejiro Daikawa | 2 | 2029-2029 | |
| 59 | Luis Durán | 2 | 2021-2026 | |
| 59 | Zander Eichhorn | 2 | 2009-2011 | |
| 59 | Nick French# | 2 | 2040-2041 | |
| 59 | Luis García | 2 | 2019-2019 | |
| 59 | Pedro González | 2 | 2029-2030 | |
| 59 | Flávio Guedaz# | 2 | 2038-2040 | |
| 59 | Victorio Guerra# | 2 | 2035-2040 | |
| 59 | Juan Guerrero# | 2 | 2030-2030 | |
| 59 | Todd Gustafson | 2 | 2029-2029 | |
| 59 | Manuel Gómez | 2 | 2010-2012 | |
| 59 | Jorge Hart# | 2 | 2030-2041 | |
| 59 | Juan Hernández | 2 | 2023-2035 | |
| 59 | Woody Hetherington# | 2 | 2040-2042 | |
| 59 | Richard Higgins# | 2 | 2032-2032 | |
| 59 | Christian Hill | 2 | 2014-2023 | |
| 59 | Soetsu Hirai | 2 | 2022-2024 | |
| 59 | Rusty Hughes# | 2 | 2037-2038 | |
| 59 | Hiroya Ishikawa | 2 | 2033-2035 | |
| 59 | Colin Jameson | 2 | 2022-2027 | |
| 59 | Juan Jaramillo# | 2 | 2033-2034 |
