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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Charlie Kodrich | 22 | 2031-2034 | |
| 1 | Ivan Roman | 22 | 2010-2013 | |
| 1 | Isaiah Snider | 22 | 2032-2038 | |
| 4 | Dan McLean | 21 | 2029-2032 | |
| 4 | Jonah Vasquez | 21 | 2030-2033 | |
| 6 | Dario Rios | 20 | 2030-2032 | |
| 6 | Tomás Zalasar | 20 | 2036-2038 | |
| 8 | Jarvis Cutler | 19 | 2031-2034 | |
| 8 | Robert Lopez | 19 | 2027-2028 | |
| 10 | Ted Christopher | 18 | 2032-2034 | |
| 10 | Ernie Drover | 18 | 2012-2014 | |
| 10 | Kasey Leroux# | 18 | 2047-2049 | |
| 13 | Chuck Dumitrescu# | 17 | 2048-2050 | |
| 13 | Daniel Eyler | 17 | 2037-2040 | |
| 13 | Garrett Hairston | 17 | 2039-2041 | |
| 13 | Gil Ludwick | 17 | 2009-2010 | |
| 13 | Ryan Madden | 17 | 2038-2040 | |
| 13 | Luis Zamora | 17 | 2032-2035 | |
| 19 | Florencio Acero | 16 | 2042-2044 | |
| 19 | Drew Bonaddio | 16 | 2027-2028 | |
| 19 | Alonzo Diaz | 16 | 2024-2026 | |
| 19 | Gabe Draper | 16 | 2031-2032 | |
| 19 | Jacob Moore | 16 | 2041-2043 | |
| 19 | Jose Saenz | 16 | 2027-2029 | |
| 19 | J.J. Saldono | 16 | 2044-2048 | |
| 19 | Eddie Shelton | 16 | 2037-2040 | |
| 27 | Júlio Berrios | 15 | 2032-2036 | |
| 27 | Orlando Ceja | 15 | 2027-2028 | |
| 27 | Marco Hernandez | 15 | 2016-2019 | |
| 27 | Noah Jensen | 15 | 2037-2041 | |
| 27 | Travis Mathieu | 15 | 2004-2006 | |
| 27 | Eduardo Melara | 15 | 2016-2019 | |
| 27 | Mario Munos | 15 | 2023-2028 | |
| 27 | Ted Nichols | 15 | 2029-2033 | |
| 27 | Francisco Ortiz | 15 | 2014-2016 | |
| 27 | Hector Rosado | 15 | 2014-2016 | |
| 27 | Akihiko Takahashi | 15 | 2029-2033 | |
| 27 | Mike Timmins | 15 | 2008-2009 | |
| 27 | Gregorio Vargas | 15 | 2034-2036 | |
| 27 | Tim Walsh | 15 | 2023-2025 | |
| 27 | Steven Zhou | 15 | 2034-2036 | |
| 42 | Chris Arndt | 14 | 2016-2019 | |
| 42 | Andres Banda | 14 | 2027-2028 | |
| 42 | Weston Barnett# | 14 | 2041-2044 | |
| 42 | Easton Benning | 14 | 2033-2035 | |
| 42 | Franklin Bustamante | 14 | 2007-2009 | |
| 42 | Ismael Cano | 14 | 2020-2021 | |
| 42 | Gabriel Carrillo | 14 | 2007-2011 | |
| 42 | Hector Delgado | 14 | 2019-2021 | |
| 42 | Bill Flinn# | 14 | 2048-2049 | |
| 42 | Chris Gothard | 14 | 2016-2017 | |
| 42 | Charles Hara | 14 | 2039-2042 | |
| 42 | Kenny Harbin# | 14 | 2046-2049 | |
| 42 | Juan Jaquez | 14 | 2004-2007 | |
| 42 | Miguel Maldonado | 14 | 2024-2026 | |
| 42 | Adam Marcello | 14 | 2026-2027 | |
| 42 | Ronnie Martinsen# | 14 | 2045-2048 | |
| 42 | Nick Oates | 14 | 2004-2006 | |
| 42 | Jose Oliva | 14 | 2019-2021 | |
| 42 | Yoandri Pujols | 14 | 2037-2040 | |
| 42 | Oliver Ross | 14 | 2039-2041 | |
| 42 | Daniel Ruggles | 14 | 2035-2041 | |
| 42 | Nicky Sears | 14 | 2030-2032 | |
| 42 | Blake Sharp | 14 | 2029-2032 | |
| 42 | Javier Ugarte# | 14 | 2046-2050 | |
| 42 | Maikel van den Bosch | 14 | 2007-2009 | |
| 67 | Aiden Ashker | 13 | 2047-2049 | |
| 67 | Wes Begeman | 13 | 2041-2043 | |
| 67 | Cameron Bernal# | 13 | 2045-2050 | |
| 67 | Jamel Bisson | 13 | 2029-2031 | |
| 67 | Solomon Buss | 13 | 2042-2043 | |
| 67 | Robby Calle | 13 | 2023-2024 | |
| 67 | Allan Castro | 13 | 2008-2009 | |
| 67 | Horacio Cerda# | 13 | 2047-2049 | |
| 67 | Dave Duron | 13 | 2017-2018 | |
| 67 | Chris Graham | 13 | 2028-2030 | |
| 67 | Joe Gray | 13 | 2015-2016 | |
| 67 | Allan Hagey | 13 | 2008-2010 | |
| 67 | Christopher Harris | 13 | 2038-2043 | |
| 67 | Monte Holmes | 13 | 2030-2032 | |
| 67 | Kyle Jeter | 13 | 2034-2035 | |
| 67 | Wyatt Kimball# | 13 | 2044-2050 | |
| 67 | Shawn Koch | 13 | 2039-2041 | |
| 67 | Enrique Lema | 13 | 2038-2039 | |
| 67 | Lee Lofgren# | 13 | 2046-2047 | |
| 67 | Maximinio Mateo | 13 | 2030-2032 | |
| 67 | Deegan Molaison | 13 | 2038-2040 | |
| 67 | Rocky Montoya# | 13 | 2047-2048 | |
| 67 | Nelson Morales | 13 | 2030-2032 | |
| 67 | Luis Ochoa | 13 | 2020-2021 | |
| 67 | Martin Pimentel | 13 | 2035-2039 | |
| 67 | Cory Pool | 13 | 2025-2026 | |
| 67 | Tim Proctor | 13 | 2034-2036 | |
| 67 | Mark Rago | 13 | 2029-2032 | |
| 67 | Jason Ramsey# | 13 | 2036-2037 | |
| 67 | Emmanuel Rangel | 13 | 2035-2038 | |
| 67 | Burgess Rhinebolt# | 13 | 2048-2050 | |
| 67 | Kelyn Ridler | 13 | 2007-2008 | |
| 67 | Vinny Rivera | 13 | 2026-2027 | |
| 67 | Mark Rohrback | 13 | 2006-2008 |
