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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Angelo Torres* | 295 | 2017-2038 | |
| 2 | Arturo Aguilar* | 277 | 1999-2017 | |
| 2 | Arturo Alvarado* | 277 | 2004-2022 | |
| 4 | Christopher James# | 256 | 2039-2058 | |
| 5 | Travis Arford* | 248 | 2012-2030 | |
| 6 | Fletcher Crosby* | 245 | 2035-2053 | |
| 7 | Alex Montan* | 238 | 2023-2043 | |
| 8 | Aitor Muñoz* | 237 | 2033-2051 | |
| 9 | Bill Rosario* | 229 | 2029-2049 | |
| 9 | Sergio Tovar* | 229 | 2016-2033 | |
| 11 | Danny Pankratz | 219 | 2031-2050 | |
| 12 | Ernesto Pons* | 217 | 1999-2016 | |
| 12 | Joey Thomas | 217 | 1984-2005 | |
| 14 | Juan Ramos* | 216 | 1998-2012 | |
| 15 | Curt Joyce | 215 | 1982-2002 | |
| 16 | Matt Dodgson* | 214 | 2025-2043 | |
| 17 | Stu Tindall | 213 | 2037-2054 | |
| 18 | Mugsy Figueroa* | 211 | 1990-2004 | |
| 18 | Chris Mercado* | 211 | 2019-2032 | |
| 20 | Jonathan McLean# | 208 | 2044-2060 | |
| 20 | Jose Molinar* | 208 | 2031-2045 | |
| 22 | Jon Hall* | 206 | 2016-2035 | |
| 23 | Dave Glassmire* | 205 | 1989-2006 | |
| 23 | D.J. Hoover* | 205 | 1996-2012 | |
| 25 | Errol Medrano# | 202 | 2042-2060 | |
| 26 | Andy Allen* | 201 | 2001-2017 | |
| 26 | Jeff Frost | 201 | 2032-2051 | |
| 28 | Sebastian Nodal | 200 | 2038-2053 | |
| 28 | Yoandry Santiago | 200 | 2042-2059 | |
| 30 | David Meuthia* | 198 | 2032-2047 | |
| 30 | Josh Phillips* | 198 | 2008-2022 | |
| 32 | Ben Duncan* | 196 | 1987-2002 | |
| 33 | Zach Kerwick# | 194 | 2044-2060 | |
| 33 | Caleb Rose* | 194 | 1989-2006 | |
| 35 | Kevin Alessandroni# | 193 | 2047-2060 | |
| 36 | Chad Foreman* | 192 | 1986-2001 | |
| 36 | Oliver Snider* | 192 | 2033-2047 | |
| 38 | Gianluigi Ciccolella* | 190 | 2023-2036 | |
| 39 | Ralph Vincent | 189 | 2036-2053 | |
| 40 | Kevin Anderson | 188 | 2014-2030 | |
| 40 | Lyle Lundquist# | 188 | 2046-2060 | |
| 42 | Bobby Giraldo* | 187 | 2019-2032 | |
| 42 | Jon Katinas | 187 | 2032-2049 | |
| 42 | Alexis Robles | 187 | 2037-2053 | |
| 45 | Jonathan Garcia | 186 | 2025-2039 | |
| 46 | Ralph Mayes# | 185 | 2048-2060 | |
| 46 | Jimmy Parker | 185 | 2022-2037 | |
| 46 | Victor Trujillo | 185 | 2027-2041 | |
| 49 | Jason Hild | 184 | 2030-2045 | |
| 50 | Willem Gallard* | 182 | 1980-1993 | |
| 50 | Adrián Mariscal | 182 | 2039-2056 | |
| 50 | Hugo Paulino* | 182 | 2040-2053 | |
| 53 | Bobby Aguilar* | 181 | 2033-2046 | |
| 53 | Alexander O'Neil | 181 | 2035-2054 | |
| 55 | Regan Pore | 180 | 2038-2054 | |
| 56 | Joe Borck | 179 | 2045-2059 | |
| 56 | Joe Haggerty | 179 | 2024-2038 | |
| 58 | Keylon Mason | 178 | 2045-2058 | |
| 59 | Jesus Almaguer | 177 | 2025-2040 | |
| 59 | Daniel Ventura | 177 | 2020-2037 | |
| 61 | Tommy Andersen | 176 | 2041-2058 | |
| 61 | Andrew de la Cruz* | 176 | 2008-2020 | |
| 61 | Melvin Ttes | 176 | 2028-2042 | |
| 64 | Roger Pena | 175 | 1988-2003 | |
| 65 | Kason Faucher# | 174 | 2044-2060 | |
| 65 | Jeremy Mellen | 174 | 2023-2038 | |
| 65 | Jake Suess | 174 | 1996-2010 | |
| 68 | Mike Baird | 173 | 2019-2034 | |
| 68 | Alan Gill | 173 | 1985-2000 | |
| 70 | Ethan Minks# | 172 | 2044-2060 | |
| 71 | Bennett Seubert | 171 | 2035-2049 | |
| 71 | Howie Sullivan* | 171 | 2014-2031 | |
| 71 | Ernesto Villasenor | 171 | 1980-1996 | |
| 74 | Christopher Albaugh# | 170 | 2047-2060 | |
| 74 | Newton Smith-Stanley* | 170 | 2031-2048 | |
| 76 | Bobby Jones | 169 | 1992-2007 | |
| 76 | Amerigo Payan | 169 | 2038-2057 | |
| 78 | Dustin Keeton | 168 | 2016-2028 | |
| 78 | Caleb Randall | 168 | 2031-2046 | |
| 78 | Mike Showers | 168 | 2004-2017 | |
| 81 | D.J. Newton | 167 | 2036-2052 | |
| 81 | Rogelio Soto | 167 | 2009-2024 | |
| 83 | Miguel Arranaga | 166 | 2037-2052 | |
| 84 | Justin Fields | 165 | 2020-2035 | |
| 84 | Luis Flores | 165 | 1980-1997 | |
| 84 | Felipe Rojas | 165 | 2039-2052 | |
| 87 | Rush Carter | 164 | 2033-2045 | |
| 88 | Kory Dearing | 163 | 2010-2023 | |
| 88 | Allan Spincic# | 163 | 2047-2060 | |
| 88 | Brandon Woodruff | 163 | 2032-2046 | |
| 91 | Vavrin Kozak | 162 | 2001-2015 | |
| 92 | Danny Bradley | 161 | 2025-2039 | |
| 92 | Clark Bryant | 161 | 2040-2054 | |
| 94 | Art Blanchard | 160 | 1985-1997 | |
| 94 | Jorge Chacon | 160 | 2026-2041 | |
| 94 | Jonah Dunn# | 160 | 2050-2060 | |
| 94 | Kevin Mowbray | 160 | 2028-2042 | |
| 94 | Ramon Vega | 160 | 2009-2025 | |
| 99 | Lorenzo Banda | 159 | 2013-2026 | |
| 99 | John Shankle | 159 | 2029-2044 |
