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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jordan Counsell# | 37 | 2053-2057 | |
| 2 | Lloyd Anderson | 33 | 2047-2050 | |
| 3 | Bruce Willing | 30 | 2054-2057 | |
| 4 | Fernando López# | 27 | 2053-2056 | |
| 4 | Emilio Zatori | 27 | 2036-2040 | |
| 6 | Raúl Fuentes | 26 | 2043-2045 | |
| 6 | Willie Silva | 26 | 2053-2055 | |
| 6 | Brad Terry# | 26 | 2054-2056 | |
| 6 | Blaise Tonetti | 26 | 2038-2042 | |
| 6 | Arturo Álvarez | 26 | 2042-2045 | |
| 11 | Kyle Conley | 25 | 2042-2045 | |
| 11 | Pepe Fontirroig | 25 | 2035-2037 | |
| 11 | Chang-ho Kim | 25 | 2045-2049 | |
| 14 | Michael Adkins# | 24 | 2055-2057 | |
| 14 | Lloyd Best | 24 | 2051-2052 | |
| 14 | Jeremiah Hartney | 24 | 2039-2041 | |
| 14 | Mark Kirk | 24 | 2036-2038 | |
| 14 | George Young# | 24 | 2060-2062 | |
| 19 | Edgar Liriano# | 23 | 2058-2061 | |
| 19 | Juan Pacheco# | 23 | 2053-2056 | |
| 19 | Brad Pate | 23 | 2051-2054 | |
| 22 | Malcolm Bullard | 22 | 2033-2036 | |
| 22 | Domingo Gonzáles | 22 | 2050-2053 | |
| 22 | Finlay Midwinter# | 22 | 2058-2060 | |
| 22 | Brian Myers# | 22 | 2060-2061 | |
| 22 | David Ramos# | 22 | 2060-2061 | |
| 22 | Damien Schmitt | 22 | 2045-2047 | |
| 22 | Gabriel Soto# | 22 | 2053-2057 | |
| 22 | Gerard Tremwade | 22 | 2037-2038 | |
| 30 | Diego Cartaya | 21 | 2032-2035 | |
| 30 | Jack Forrest | 21 | 2039-2041 | |
| 30 | Ricardo Moya# | 21 | 2052-2054 | |
| 30 | Wilton Rich | 21 | 2043-2046 | |
| 30 | Govaart van Ankeren | 21 | 2036-2037 | |
| 30 | Lan-quing Xin# | 21 | 2057-2059 | |
| 36 | Gary Aldridge# | 20 | 2057-2059 | |
| 36 | Nicholas Beer | 20 | 2045-2048 | |
| 36 | Jeremy Bush# | 20 | 2057-2059 | |
| 36 | Jack Crabb | 20 | 2032-2034 | |
| 36 | William Dustin | 20 | 2034-2035 | |
| 36 | Ronald Hall | 20 | 2033-2037 | |
| 36 | Matt Johns | 20 | 2047-2051 | |
| 36 | Ernie Landry | 20 | 2040-2042 | |
| 36 | Robbie Stanley# | 20 | 2052-2054 | |
| 36 | Jo Yamasaki | 20 | 2034-2035 | |
| 36 | Jimmy Young | 20 | 2040-2043 | |
| 47 | Morgan Cartier# | 19 | 2048-2051 | |
| 47 | Milo Clark | 19 | 2048-2050 | |
| 47 | Damon Colcott# | 19 | 2049-2053 | |
| 47 | Mike Hopkins | 19 | 2040-2042 | |
| 47 | Jin-soo Jan-Hui | 19 | 2034-2036 | |
| 47 | Dave Martin | 19 | 2044-2046 | |
| 47 | Elroy Mastenbroek | 19 | 2046-2047 | |
| 47 | Bailey O'Donnell | 19 | 2040-2042 | |
| 47 | Félix Ruíz | 19 | 2044-2047 | |
| 47 | Eliot Thompson# | 19 | 2053-2056 | |
| 47 | Pedro Torres# | 19 | 2059-2061 | |
| 47 | Alonso Álvarez | 19 | 2043-2045 | |
| 59 | Stan Bouwman# | 18 | 2058-2060 | |
| 59 | Ricardo Durán | 18 | 2045-2049 | |
| 59 | Sacha Fortunov | 18 | 2054-2056 | |
| 59 | Joe Haynes | 18 | 2036-2037 | |
| 59 | Felipe Hernández | 18 | 2043-2044 | |
| 59 | Naoaki Iwasaki | 18 | 2033-2035 | |
| 59 | Wynn Kelley | 18 | 2037-2039 | |
| 59 | Kong Li | 18 | 2032-2033 | |
| 59 | Jeff Phillips | 18 | 2049-2051 | |
| 59 | Ignacio Rodríguez# | 18 | 2048-2050 | |
| 59 | Francisco Suárez | 18 | 2050-2053 | |
| 59 | Gaberiela Tatafu | 18 | 2033-2036 | |
| 59 | Vicente Valentín | 18 | 2046-2048 | |
| 59 | Odwin Von Heezik | 18 | 2052-2054 | |
| 73 | Keolamauloa Adoniia# | 17 | 2059-2061 | |
| 73 | Brent Aspden | 17 | 2051-2053 | |
| 73 | Curt Case# | 17 | 2058-2060 | |
| 73 | Cordell Dawson# | 17 | 2054-2055 | |
| 73 | Pjotr de Moor | 17 | 2033-2035 | |
| 73 | Manuel Delgado# | 17 | 2051-2053 | |
| 73 | Jesús Durán | 17 | 2052-2054 | |
| 73 | Joop Els | 17 | 2036-2037 | |
| 73 | Roble Gichinga | 17 | 2036-2039 | |
| 73 | Earl Hurdle | 17 | 2037-2040 | |
| 73 | Tanzan Jouda# | 17 | 2053-2057 | |
| 73 | Jeff LaPierre# | 17 | 2060-2061 | |
| 73 | Conor Mabty | 17 | 2051-2052 | |
| 73 | William Morán | 17 | 2037-2039 | |
| 73 | Alex Nelson# | 17 | 2055-2058 | |
| 73 | Ambrosi Pigafetta | 17 | 2045-2047 | |
| 73 | César Pinto | 17 | 2045-2047 | |
| 73 | Ryson Polonius | 17 | 2033-2036 | |
| 73 | Clark Ritchie | 17 | 2041-2043 | |
| 73 | Mauro Sandín | 17 | 2036-2039 | |
| 73 | Marc Shaw | 17 | 2041-2042 | |
| 73 | Boudewijn Vervoort# | 17 | 2061-2062 | |
| 73 | Christian Wilson# | 17 | 2053-2055 | |
| 73 | Robert Young | 17 | 2039-2041 | |
| 97 | Thaddeus Alambra# | 16 | 2049-2051 | |
| 97 | Joe Casey# | 16 | 2057-2059 | |
| 97 | José Castro# | 16 | 2060-2061 | |
| 97 | Gilberto Cruz# | 16 | 2055-2057 |
