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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Franky Sanicencio | 359 | 2051-2074 | |
| 2 | Nathan Fry* | 342 | 2033-2054 | |
| 3 | Mario Ausosa* | 296 | 1998-2017 | |
| 4 | Freddie Jonas* | 262 | 1998-2016 | |
| 5 | Ernesto Torrez* | 259 | 1990-2012 | |
| 6 | Bobby Day* | 250 | 1990-2008 | |
| 7 | Horace McKeaver* | 245 | 2038-2057 | |
| 8 | Jerry Hildebrandt* | 244 | 1999-2016 | |
| 9 | Charlie Anderson* | 239 | 2005-2023 | |
| 9 | Tristan Brandt* | 239 | 2045-2062 | |
| 11 | Tetsip Kawabata | 229 | 2052-2073 | |
| 12 | Preston Clendinning | 226 | 2000-2015 | |
| 13 | Scott Smith* | 225 | 1990-2006 | |
| 14 | Fernando Varela | 224 | 2013-2029 | |
| 15 | Larry Duplessis* | 223 | 2012-2030 | |
| 16 | Kenrich Keith* | 222 | 1996-2015 | |
| 17 | Patrick McFarland | 221 | 1993-2013 | |
| 18 | Carl DeYoung | 219 | 2012-2030 | |
| 19 | Stan Bland | 217 | 2013-2030 | |
| 20 | Jorge López* | 215 | 2008-2024 | |
| 21 | Charlie Parry | 213 | 2049-2068 | |
| 22 | Rocky Hollingsworth | 212 | 1993-2011 | |
| 22 | Haranobu Otani* | 212 | 2045-2061 | |
| 22 | Dave Rose | 212 | 1999-2014 | |
| 25 | Jorge Illescas | 210 | 2034-2049 | |
| 25 | Jerrel Spits | 210 | 2054-2071 | |
| 27 | Dave Davis | 209 | 1990-2008 | |
| 27 | Juan Lara | 209 | 1992-2011 | |
| 27 | David Losoya | 209 | 2031-2046 | |
| 27 | Matt Porter* | 209 | 2010-2024 | |
| 27 | Luis Manuel Zamora* | 209 | 1993-2010 | |
| 32 | Andreas Walters* | 208 | 2036-2053 | |
| 33 | Fisko Loera# | 206 | 2063-2075 | |
| 34 | Norgan Alchops* | 205 | 2032-2047 | |
| 34 | Georges Lefebvre* | 205 | 2015-2032 | |
| 34 | Luis Ríos | 205 | 1990-2005 | |
| 37 | Edgardo Price | 204 | 1997-2015 | |
| 38 | Scott Deal* | 203 | 2037-2057 | |
| 38 | Vicente Ramírez | 203 | 1993-2010 | |
| 40 | Jeffrey Campbell | 202 | 2027-2044 | |
| 40 | Yoson Ine | 202 | 1990-2005 | |
| 42 | Buck Felter | 201 | 2038-2054 | |
| 42 | Wilson Gonzáles | 201 | 1995-2013 | |
| 42 | Terry Spivey | 201 | 1997-2013 | |
| 45 | Jim Burkett | 200 | 1994-2009 | |
| 45 | Johnny Padilla | 200 | 2059-2075 | |
| 45 | Bartolo Roa | 200 | 2001-2020 | |
| 48 | Mitchell Rudder* | 197 | 1990-2006 | |
| 49 | Elias Lrias | 196 | 2030-2049 | |
| 49 | Greg Muldoon* | 196 | 2020-2036 | |
| 49 | Tom O'Neal | 196 | 1990-2005 | |
| 52 | Larry Franklin | 195 | 2016-2031 | |
| 52 | Joaquín Sousa | 195 | 2009-2024 | |
| 54 | George McNeil | 194 | 1994-2012 | |
| 54 | Gene Morrow* | 194 | 2026-2042 | |
| 56 | Ocho Aguilar | 193 | 2053-2065 | |
| 56 | António Detorres | 193 | 2040-2056 | |
| 56 | Wilson Estreola* | 193 | 2053-2069 | |
| 59 | Joe Jones | 192 | 2049-2067 | |
| 59 | Bill Pepper | 192 | 2015-2035 | |
| 61 | Michael Fridy# | 191 | 2060-2075 | |
| 61 | Shirai Ito | 191 | 2020-2038 | |
| 61 | Jeff McGregor | 191 | 2047-2062 | |
| 64 | Todd McGuire | 190 | 2016-2033 | |
| 64 | Orlando Siono | 190 | 2050-2065 | |
| 66 | Luis Alfonzo* | 189 | 1990-2006 | |
| 66 | Zachary Foulkes | 189 | 2045-2061 | |
| 66 | Hitomaro Ogawa* | 189 | 2045-2059 | |
| 69 | Salvador Arzola | 188 | 2026-2045 | |
| 70 | Eugene Jones | 187 | 1990-2006 | |
| 71 | Eric Hall | 186 | 1996-2013 | |
| 71 | Salvador Mendana | 186 | 2053-2067 | |
| 73 | Robby Abrams | 185 | 2002-2018 | |
| 73 | Matt Nyholm# | 185 | 2062-2075 | |
| 73 | Andre Olderman | 185 | 2052-2068 | |
| 76 | Tom Kane* | 184 | 2036-2051 | |
| 76 | Foster Perry | 184 | 2057-2071 | |
| 76 | Ted Saturday | 184 | 2027-2049 | |
| 79 | Kyle Girvin | 183 | 2047-2061 | |
| 79 | Arrighetto Montero | 183 | 2033-2050 | |
| 79 | Víctor Peña | 183 | 2033-2047 | |
| 82 | Marnolki Basteiro* | 182 | 2055-2071 | |
| 82 | Lachlan Davies* | 182 | 2001-2014 | |
| 82 | Alex Ewing | 182 | 2013-2027 | |
| 82 | Junior Miller | 182 | 2030-2046 | |
| 82 | Jeff Wren | 182 | 2031-2047 | |
| 87 | Mark Brewster | 181 | 2023-2038 | |
| 87 | Wayne Fish | 181 | 1997-2012 | |
| 87 | Arturo Montés | 181 | 2045-2062 | |
| 87 | John Vance* | 181 | 2022-2047 | |
| 91 | Sergio Coronado | 180 | 2009-2024 | |
| 92 | Bruce McCarthy | 179 | 2035-2054 | |
| 92 | Brad Stephens | 179 | 2011-2024 | |
| 94 | Javier Defrese | 178 | 2008-2023 | |
| 94 | Weston Young | 178 | 2002-2018 | |
| 96 | Haywood Huff | 177 | 2016-2028 | |
| 96 | Luis Tamez# | 177 | 2060-2075 | |
| 98 | Bret Kingman | 176 | 2013-2031 | |
| 98 | Jonathan O'Brien | 176 | 2009-2029 | |
| 100 | Joseph Langman* | 175 | 2032-2046 |
