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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Kevin Bush* | 326 | 2018-2039 | |
| 2 | Mark Collins* | 320 | 2019-2039 | |
| 3 | Bernardo Miranda* | 306 | 2018-2039 | |
| 4 | Hong-ryul Yun* | 301 | 2020-2040 | |
| 5 | Dae-ho Kim | 292 | 2027-2045 | |
| 6 | Scott Hill* | 274 | 2007-2027 | |
| 7 | Juan González* | 269 | 2017-2036 | |
| 8 | Masutaro Koyama* | 262 | 2019-2038 | |
| 9 | Wang Yang# | 257 | 2034-2049 | |
| 10 | Ramiro Jiménez | 238 | 2013-2033 | |
| 11 | José Ramos* | 235 | 2016-2033 | |
| 12 | Cipriano Montáñez* | 233 | 2010-2027 | |
| 13 | Bob Moss | 232 | 2019-2037 | |
| 14 | Jeffrey King* | 222 | 2026-2041 | |
| 14 | Roland Martin | 222 | 2021-2038 | |
| 16 | Kyu-pyeong Pak | 220 | 2016-2034 | |
| 17 | Jean-Thomas Francoeur* | 217 | 2007-2024 | |
| 17 | Claudio Martínez | 217 | 2026-2041 | |
| 19 | Walter Bamber* | 214 | 2010-2025 | |
| 19 | Won-min Im | 214 | 2018-2037 | |
| 19 | Rien Middelkamp | 214 | 2029-2044 | |
| 22 | Reagan Wear* | 204 | 2015-2032 | |
| 23 | Jung Chwa | 203 | 2018-2033 | |
| 24 | Osvaldo Cruz* | 202 | 2016-2031 | |
| 24 | José Martínez* | 202 | 2023-2038 | |
| 26 | Salvador Castro* | 196 | 2028-2041 | |
| 27 | Jeff Sandusky | 194 | 2029-2043 | |
| 28 | Ben Moody | 192 | 2022-2037 | |
| 29 | Ricky Bolden | 191 | 2007-2021 | |
| 29 | Carlos Clemente* | 191 | 2009-2023 | |
| 31 | José López | 186 | 2017-2034 | |
| 32 | Albert Lebel* | 184 | 2017-2032 | |
| 33 | Chris Martin | 182 | 2025-2038 | |
| 34 | Earl Harper | 181 | 2007-2022 | |
| 34 | Warren Piniella | 181 | 2011-2024 | |
| 36 | Étienne Garcia | 180 | 2015-2030 | |
| 37 | Mike Graves | 178 | 2015-2031 | |
| 38 | Nelson Ortega | 176 | 2021-2034 | |
| 39 | Darrell Harding | 175 | 2025-2043 | |
| 40 | Ron Moore | 174 | 2030-2045 | |
| 41 | David Flanagan# | 173 | 2038-2049 | |
| 42 | Jun Matsuura# | 172 | 2038-2049 | |
| 43 | Luis Vargas | 169 | 2023-2038 | |
| 44 | Edward Baker | 168 | 2024-2038 | |
| 45 | Jason Dean | 167 | 2031-2044 | |
| 45 | Vicente Durán | 167 | 2022-2036 | |
| 45 | Dan Macías | 167 | 2007-2018 | |
| 45 | Manuel Navarro | 167 | 2034-2048 | |
| 49 | Alfredo Aicón | 165 | 2007-2019 | |
| 49 | José López | 165 | 2022-2037 | |
| 51 | Bill Allan | 163 | 2013-2026 | |
| 52 | Ron Crawford | 162 | 2028-2042 | |
| 52 | John Garrett* | 162 | 2007-2020 | |
| 52 | Troy Lynn | 162 | 2021-2037 | |
| 55 | Xavier Feliciano | 161 | 2034-2046 | |
| 55 | Archie Summers | 161 | 2029-2043 | |
| 57 | Roberto Carrillo | 160 | 2031-2042 | |
| 57 | Thierry Garneau | 160 | 2016-2029 | |
| 57 | Júlio González | 160 | 2026-2040 | |
| 60 | José Brito | 159 | 2008-2021 | |
| 60 | Oscar Wheeler | 159 | 2018-2031 | |
| 62 | Ángel Muñóz | 158 | 2007-2021 | |
| 63 | Jesús De Los Santos | 157 | 2027-2041 | |
| 63 | Cipriano Román | 157 | 2032-2045 | |
| 63 | Orlando Trinidad | 157 | 2029-2042 | |
| 66 | Francisco Rivera | 156 | 2007-2019 | |
| 67 | Marty Burgess | 154 | 2024-2038 | |
| 67 | Justin Johnston | 154 | 2034-2045 | |
| 69 | Robert Reeves | 153 | 2018-2029 | |
| 70 | Francisco Morales | 152 | 2025-2038 | |
| 70 | Cris Rincón | 152 | 2016-2028 | |
| 72 | Daron Chandler# | 150 | 2037-2049 | |
| 73 | Chuck Davies | 148 | 2031-2045 | |
| 73 | Art Ellis | 148 | 2008-2021 | |
| 73 | Jesús Morán | 148 | 2009-2024 | |
| 73 | Alejandro Méndez | 148 | 2018-2030 | |
| 77 | Bob Holland | 146 | 2031-2043 | |
| 77 | Kip Manning | 146 | 2027-2040 | |
| 79 | Barton Johnson | 145 | 2022-2037 | |
| 79 | Sergio Martínez | 145 | 2018-2029 | |
| 81 | Melvin Brooks# | 143 | 2039-2049 | |
| 81 | Albert Gonzáles | 143 | 2016-2031 | |
| 81 | Guillermo Mendoza | 143 | 2010-2022 | |
| 84 | Ben Lewis | 142 | 2007-2019 | |
| 84 | Gennarino Lucchetti | 142 | 2018-2030 | |
| 86 | Marcos Benítez | 141 | 2016-2030 | |
| 86 | Matt MacKinley | 141 | 2035-2046 | |
| 88 | Steve Haynes | 140 | 2012-2025 | |
| 89 | John Foster | 139 | 2028-2042 | |
| 89 | José Lara | 139 | 2009-2026 | |
| 89 | José Salazar | 139 | 2013-2026 | |
| 89 | Mabuchi Yoshida | 139 | 2016-2029 | |
| 93 | Manuel Gil | 138 | 2030-2042 | |
| 93 | José Gonzáles | 138 | 2015-2033 | |
| 93 | Jesús Núñez | 138 | 2033-2048 | |
| 93 | Bernie Snow# | 138 | 2040-2049 | |
| 97 | Rod Adams | 137 | 2021-2036 | |
| 98 | Ron Eager | 136 | 2010-2024 | |
| 98 | Simon Martel | 136 | 2016-2030 | |
| 98 | Chuck Phillips | 136 | 2012-2021 |
