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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ronald Moyer# | 51 | 2016-2018 | |
| 2 | George Burke# | 49 | 2011-2014 | |
| 3 | Víctor Dueñas# | 47 | 2012-2015 | |
| 3 | Ben Parks# | 47 | 2013-2015 | |
| 5 | José Gonzáles | 46 | 2011-2014 | |
| 6 | John Lambert# | 45 | 2015-2017 | |
| 7 | David Stevens | 44 | 2011-2014 | |
| 8 | Tommy Bryant | 43 | 2006-2009 | |
| 9 | Juan Vega | 42 | 2006-2009 | |
| 10 | Russell Byers# | 41 | 2015-2017 | |
| 11 | Dave French | 40 | 2012-2015 | |
| 11 | Bill Gill# | 40 | 2016-2018 | |
| 11 | Philip Rich | 40 | 2011-2014 | |
| 14 | Ron Dixon | 39 | 2011-2014 | |
| 14 | Eddie James# | 39 | 2015-2017 | |
| 16 | Arthur Alston# | 37 | 2016-2018 | |
| 16 | Woody Baxter# | 37 | 2016-2018 | |
| 16 | Kevin Cleveland# | 37 | 2015-2017 | |
| 16 | Roger Powell | 37 | 2011-2014 | |
| 16 | Nick Simpson | 37 | 2015-2017 | |
| 16 | Eduardo Sáenz | 37 | 2019-2021 | |
| 16 | Felipe Sánchez | 37 | 2012-2015 | |
| 23 | Hoyt Allen# | 36 | 2016-2018 | |
| 23 | Ron Bradley | 36 | 2019-2021 | |
| 23 | Gio Gonzalez | 36 | 2006-2008 | |
| 26 | Lee Baxter | 35 | 2012-2015 | |
| 26 | Pedro Figueroa | 35 | 2005-2007 | |
| 26 | Ellis Fuller# | 35 | 2017-2019 | |
| 26 | Fred Garrett | 35 | 2013-2015 | |
| 26 | Christian Hamilton | 35 | 2012-2015 | |
| 26 | Christian Johnson | 35 | 2015-2017 | |
| 26 | Charlie Martin | 35 | 2011-2014 | |
| 33 | Rob Abbotson# | 34 | 2012-2015 | |
| 33 | Colin Akers | 34 | 2011-2014 | |
| 33 | Miguel Escobedo# | 34 | 2029-2031 | |
| 33 | Kevin Lynch# | 34 | 2015-2017 | |
| 33 | Larry McKenzie# | 34 | 2015-2017 | |
| 33 | Chet Parvin | 34 | 2018-2020 | |
| 33 | Bryan Payton# | 34 | 2017-2019 | |
| 40 | Alonso Castillo | 33 | 2007-2009 | |
| 40 | Steve Mills# | 33 | 2017-2019 | |
| 40 | Tommy Zellers# | 33 | 2015-2017 | |
| 43 | Barry Arundel | 32 | 2018-2020 | |
| 43 | Scott Battle | 32 | 2008-2010 | |
| 43 | César Burgos# | 32 | 2024-2026 | |
| 43 | Matt Ellis# | 32 | 2015-2017 | |
| 43 | Jesús Negrón# | 32 | 2015-2017 | |
| 43 | Matthew Peterson# | 32 | 2017-2019 | |
| 43 | Alfredo Vázquez | 32 | 2011-2014 | |
| 43 | Carlos Zaragoza | 32 | 2006-2009 | |
| 51 | Melvin Brown | 31 | 2012-2015 | |
| 51 | Arthur Cooper | 31 | 2016-2018 | |
| 51 | Johnny Cueto | 31 | 2006-2008 | |
| 51 | Henry Gill# | 31 | 2015-2017 | |
| 51 | Mike Harper | 31 | 2006-2008 | |
| 51 | Nathan Kennedy | 31 | 2011-2014 | |
| 51 | Carlos Mendoza# | 31 | 2025-2027 | |
| 51 | T.J. Quinn | 31 | 2013-2015 | |
| 51 | Kevin Willis# | 31 | 2015-2017 | |
| 51 | Aaron Wilson | 31 | 2019-2021 | |
| 51 | Raúl Zamora# | 31 | 2018-2020 | |
| 62 | Ryan Arnold# | 30 | 2017-2019 | |
| 62 | Homer Bailey | 30 | 2004-2007 | |
| 62 | Jon Bennett | 30 | 2014-2015 | |
| 62 | Brian Booth | 30 | 2011-2014 | |
| 62 | Will Browning# | 30 | 2015-2017 | |
| 62 | Eduard Fotachi# | 30 | 2014-2015 | |
| 62 | Adrián González# | 30 | 2024-2026 | |
| 62 | Scott Gray | 30 | 2018-2020 | |
| 62 | Soshu Hashimoto# | 30 | 2024-2026 | |
| 62 | Pete Hickson | 30 | 2011-2014 | |
| 62 | Jeffrey Hogan# | 30 | 2018-2020 | |
| 62 | Wes McDonald# | 30 | 2016-2018 | |
| 62 | Kenneth O'Neill# | 30 | 2011-2014 | |
| 62 | Warren Shaw | 30 | 2010-2012 | |
| 62 | Avery Warren | 30 | 2012-2015 | |
| 62 | Kenneth Wilhelm | 30 | 2015-2017 | |
| 62 | Jordan Zimmermann | 30 | 2006-2009 | |
| 79 | George Brockman | 29 | 2018-2020 | |
| 79 | Michael Conley | 29 | 2005-2008 | |
| 79 | Jim Davis | 29 | 2011-2014 | |
| 79 | Gia-Long Duong | 29 | 2011-2014 | |
| 79 | Cristián González | 29 | 2012-2014 | |
| 79 | Buddy Mitchell | 29 | 2006-2009 | |
| 79 | Lawrence Richmond | 29 | 2015-2017 | |
| 79 | Charlie Shepard | 29 | 2013-2015 | |
| 79 | Artie Townsend | 29 | 2013-2015 | |
| 88 | Jose Berrios# | 28 | 2018-2020 | |
| 88 | Eric Budo# | 28 | 2015-2017 | |
| 88 | Mark Butler | 28 | 2013-2015 | |
| 88 | Konrad de Smet# | 28 | 2029-2031 | |
| 88 | Fred Delaney | 28 | 2015-2017 | |
| 88 | Lee Flowers | 28 | 2009-2010 | |
| 88 | Roland Gates | 28 | 2006-2009 | |
| 88 | Vincent Hancock# | 28 | 2013-2015 | |
| 88 | Harry Hutchinson# | 28 | 2018-2019 | |
| 88 | Ted Johnson# | 28 | 2014-2015 | |
| 88 | John Jones | 28 | 2018-2020 | |
| 88 | Mark Jones | 28 | 2018-2020 | |
| 88 | David Magee# | 28 | 2015-2017 |
