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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lúcio Saldaña | 120 | 2033-2045 | |
| 2 | Ron Hill | 106 | 2031-2043 | |
| 3 | Silas Ryan | 100 | 2027-2037 | |
| 4 | Troy Ballard | 99 | 2037-2051 | |
| 5 | Ramón Santos | 97 | 2040-2049 | |
| 6 | Roger Espinal | 96 | 2024-2039 | |
| 6 | Anibal Mealha | 96 | 2031-2044 | |
| 8 | Jacques Simon | 95 | 2042-2055 | |
| 8 | Dave Waters | 95 | 2043-2057 | |
| 10 | Roy Warren | 93 | 2033-2046 | |
| 11 | Pedro Torres | 88 | 2029-2039 | |
| 12 | Armando Chávez | 87 | 2029-2044 | |
| 12 | Chris Johnston | 87 | 2047-2055 | |
| 14 | Pat Latham | 86 | 2036-2048 | |
| 15 | Ken Brown | 83 | 2051-2059 | |
| 15 | Darrin Cuthbert | 83 | 2024-2041 | |
| 15 | Wesuri Shunji | 83 | 2025-2033 | |
| 18 | Don Tai | 81 | 2024-2033 | |
| 18 | Cheng-ji Zou | 81 | 2034-2043 | |
| 20 | Ken Herman | 80 | 2038-2052 | |
| 21 | Art Stevens | 77 | 2054-2061 | |
| 22 | Ramón Alvarado | 76 | 2038-2055 | |
| 23 | Gustavo Aguilar | 75 | 2030-2042 | |
| 23 | Eric Mills | 75 | 2033-2044 | |
| 25 | Fernando Hernández | 74 | 2040-2054 | |
| 25 | António Mata | 74 | 2033-2043 | |
| 25 | Diego Romo# | 74 | 2055-2061 | |
| 28 | Bill Alexander | 71 | 2036-2045 | |
| 28 | David Jacobson | 71 | 2046-2056 | |
| 30 | Alejandro Amaya | 70 | 2034-2042 | |
| 30 | Tom Jones | 70 | 2035-2048 | |
| 30 | Rob Mason | 70 | 2040-2056 | |
| 33 | Mike Harrington | 69 | 2027-2036 | |
| 34 | Dave Crawford | 68 | 2050-2061 | |
| 34 | Roberto Deleón | 68 | 2048-2057 | |
| 34 | Rusty Eager | 68 | 2028-2039 | |
| 34 | Andrew Lucas | 68 | 2041-2057 | |
| 38 | Luis Cruz | 67 | 2035-2043 | |
| 38 | Joong Lou# | 67 | 2054-2064 | |
| 38 | Matt Melton | 67 | 2041-2049 | |
| 41 | Carlos Hernández | 66 | 2029-2040 | |
| 41 | Roosevelt McWhirter | 66 | 2026-2035 | |
| 43 | Finn Veenman | 65 | 2029-2040 | |
| 44 | Pancho Cortéz | 64 | 2044-2055 | |
| 44 | Jorge Encarnación | 64 | 2043-2056 | |
| 44 | Reid Guillotte | 64 | 2025-2031 | |
| 44 | Benjamin Rivera | 64 | 2024-2034 | |
| 48 | Andy Campbell | 63 | 2049-2062 | |
| 48 | Manuel Cháves | 63 | 2033-2044 | |
| 48 | David Croyle | 63 | 2024-2034 | |
| 48 | Howard Gallegos | 63 | 2046-2059 | |
| 48 | César González | 63 | 2047-2052 | |
| 48 | Grant Hamilton | 63 | 2051-2063 | |
| 48 | Mark Pearson | 63 | 2024-2031 | |
| 55 | José Maes | 62 | 2040-2052 | |
| 56 | José Luna# | 61 | 2051-2064 | |
| 56 | Kevin Rix | 61 | 2024-2038 | |
| 56 | Jody Sutherland | 61 | 2032-2041 | |
| 59 | Gonzalo González | 60 | 2034-2047 | |
| 59 | Wilfredo Nuñez | 60 | 2027-2035 | |
| 61 | Sancho González# | 59 | 2053-2064 | |
| 61 | Damon Gray | 59 | 2028-2037 | |
| 61 | Boris Moffett | 59 | 2026-2035 | |
| 61 | Darryl Smith | 59 | 2047-2057 | |
| 65 | Vincent Caetani | 58 | 2030-2037 | |
| 65 | Sancho Contreras | 58 | 2036-2052 | |
| 65 | Dewitt Jones | 58 | 2051-2058 | |
| 65 | Millard Nichols# | 58 | 2053-2062 | |
| 65 | Mike Nielsen | 58 | 2046-2057 | |
| 65 | Ricardo Reyes | 58 | 2035-2042 | |
| 71 | Raymond Larsen | 57 | 2024-2031 | |
| 71 | Roger McCulley | 57 | 2028-2035 | |
| 71 | Javier Rivera | 57 | 2038-2047 | |
| 71 | Brian Springer | 57 | 2028-2035 | |
| 75 | Dave Beaumond | 56 | 2035-2045 | |
| 75 | Jacques Bernard | 56 | 2048-2061 | |
| 75 | Sean Cardoza | 56 | 2024-2037 | |
| 75 | Harley Jordan | 56 | 2044-2054 | |
| 75 | Trent Robinson | 56 | 2037-2042 | |
| 75 | Alberto Serrano | 56 | 2024-2032 | |
| 81 | Raul Balbas | 55 | 2024-2029 | |
| 81 | Michael Cray | 55 | 2024-2030 | |
| 81 | Carlo Figueroa | 55 | 2024-2029 | |
| 81 | Toshio Hori | 55 | 2033-2037 | |
| 81 | Mario López | 55 | 2046-2055 | |
| 81 | Mathew McKinley | 55 | 2041-2055 | |
| 81 | Mario Pagán | 55 | 2029-2040 | |
| 81 | Erich Severt | 55 | 2024-2032 | |
| 81 | Chester Wright | 55 | 2046-2054 | |
| 90 | Gavin Austin | 54 | 2024-2031 | |
| 90 | Luis Cabrera | 54 | 2040-2052 | |
| 90 | Rod Derrickson | 54 | 2034-2039 | |
| 90 | Bill Hawkins | 54 | 2026-2034 | |
| 90 | Carlos Hernández | 54 | 2037-2048 | |
| 90 | Terry LaPorte | 54 | 2049-2057 | |
| 90 | Stanley Miller | 54 | 2024-2031 | |
| 90 | Jesús Nevárez | 54 | 2050-2062 | |
| 90 | Elmer Sanders | 54 | 2048-2054 | |
| 90 | Otojiro Tamura | 54 | 2049-2058 | |
| 90 | Adelardo Torres | 54 | 2024-2037 |
