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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Corey Gruver# | 263 | 2006-2026 | |
| 2 | Antonio Higuera# | 243 | 2007-2026 | |
| 3 | Paul Ledford* | 231 | 2000-2013 | |
| 4 | Eric Burdine* | 220 | 2000-2017 | |
| 5 | Rodrigo Lemus# | 209 | 2013-2026 | |
| 6 | Chad Landreth | 208 | 2001-2017 | |
| 7 | Jordan Clarke | 199 | 2004-2023 | |
| 8 | Carlos Mendez# | 196 | 2011-2025 | |
| 9 | Geremia Farinelli | 189 | 2000-2014 | |
| 10 | Jose Moreno | 188 | 2000-2014 | |
| 11 | Greg Sandlin | 185 | 2009-2024 | |
| 12 | Xiang-ling Fei* | 183 | 2000-2012 | |
| 13 | Du-sung Moon | 180 | 2002-2015 | |
| 14 | Felipe Ayala# | 176 | 2013-2026 | |
| 15 | Jonathan Luna | 173 | 2000-2011 | |
| 16 | Alfredo Tiscareno# | 172 | 2010-2026 | |
| 17 | Joe Hart# | 170 | 2013-2026 | |
| 18 | Brian Chambliss | 166 | 2000-2014 | |
| 19 | Albert Fabian# | 165 | 2014-2026 | |
| 20 | Heriberto Milan | 162 | 2007-2022 | |
| 21 | Bill Flowers# | 159 | 2011-2026 | |
| 22 | Vance Adams | 158 | 2000-2013 | |
| 23 | Jay Helm# | 157 | 2015-2026 | |
| 24 | Nick Lawson | 156 | 2002-2017 | |
| 25 | Rodolfo Soto# | 155 | 2015-2026 | |
| 26 | Pat Hovhannisian# | 152 | 2014-2026 | |
| 27 | Aaron Sutton | 150 | 2009-2021 | |
| 28 | Pat Payne | 147 | 2009-2023 | |
| 29 | Casey Abbott# | 145 | 2009-2025 | |
| 29 | J.R. Mitchell# | 145 | 2013-2026 | |
| 31 | William Arredondo | 143 | 2000-2012 | |
| 31 | Jeff Glissman | 143 | 2000-2010 | |
| 33 | Andy Dooley# | 138 | 2014-2026 | |
| 33 | Corbett Wright | 138 | 2010-2024 | |
| 35 | Oscar Malave# | 136 | 2012-2026 | |
| 35 | Cody Morosko | 136 | 2000-2010 | |
| 37 | Seth Carey | 134 | 2004-2016 | |
| 37 | Hiromi Fukuda | 134 | 2006-2018 | |
| 37 | Bill Vasquez | 134 | 2000-2012 | |
| 40 | John Froerer# | 132 | 2015-2026 | |
| 40 | Elard Nijhuis | 132 | 2000-2009 | |
| 42 | Brian Rohde | 131 | 2009-2020 | |
| 43 | Miles Hale | 130 | 2000-2011 | |
| 44 | Zachary Christman# | 129 | 2014-2025 | |
| 44 | Travis Thurber# | 129 | 2005-2026 | |
| 46 | Tomas Adon | 126 | 2004-2018 | |
| 47 | Winston Caballero# | 122 | 2015-2026 | |
| 48 | Tyrone Hairston | 120 | 2002-2013 | |
| 49 | Jon Haynes# | 118 | 2014-2026 | |
| 50 | Sukeaki Kato | 117 | 2001-2014 | |
| 50 | Ray Rorie# | 117 | 2016-2026 | |
| 52 | Jack Ivory# | 116 | 2018-2026 | |
| 52 | Brian Prince | 116 | 2011-2024 | |
| 54 | Damien Haling | 115 | 2000-2011 | |
| 55 | Jonathan Allen# | 113 | 2016-2026 | |
| 55 | Iliana Preciado | 113 | 2000-2009 | |
| 57 | Chris McLure | 112 | 2000-2010 | |
| 58 | Andy Shoemaker# | 111 | 2012-2023 | |
| 59 | Adrian Huffine# | 109 | 2015-2026 | |
| 59 | Lorenzo Villarreal# | 109 | 2014-2026 | |
| 61 | Jose Alvarado | 108 | 2006-2016 | |
| 61 | Chris Frost | 108 | 2011-2022 | |
| 61 | Chris Harris | 108 | 2007-2020 | |
| 61 | Tom Kitko | 108 | 2012-2023 | |
| 61 | David Nations | 108 | 2000-2008 | |
| 66 | Jonathan Higginbotham | 107 | 2010-2021 | |
| 66 | Byung-sik Lee | 107 | 2006-2014 | |
| 66 | Barry McLamb# | 107 | 2013-2023 | |
| 69 | Phil Gregoire# | 106 | 2013-2026 | |
| 69 | Kory Tourville | 106 | 2014-2024 | |
| 71 | Denny Arizpe | 105 | 2004-2014 | |
| 71 | Ben Baxter | 105 | 2000-2010 | |
| 71 | Ching Ding | 105 | 2000-2009 | |
| 71 | Josh Flaten# | 105 | 2015-2025 | |
| 71 | Edwin Gutierrez | 105 | 2000-2010 | |
| 71 | Luke Scrimger# | 105 | 2019-2026 | |
| 77 | Blake Barber | 104 | 2000-2007 | |
| 77 | Hector Ruiz | 104 | 2001-2013 | |
| 77 | Tim Ward | 104 | 2000-2009 | |
| 80 | Chris Benson# | 103 | 2017-2026 | |
| 80 | Bill Rauch | 103 | 2011-2023 | |
| 82 | Chad Stokes | 102 | 2006-2017 | |
| 83 | Johnny Keener# | 101 | 2015-2025 | |
| 84 | Jim Clarke | 100 | 2000-2014 | |
| 85 | Matt Graham# | 99 | 2020-2026 | |
| 85 | Emmanuel Mendoza | 99 | 2008-2023 | |
| 85 | Ben O'Halloran# | 99 | 2016-2026 | |
| 88 | Noah George | 96 | 2005-2017 | |
| 88 | Jeremy Hewes | 96 | 2010-2022 | |
| 88 | Dave Shevlin | 96 | 2013-2024 | |
| 91 | Julio Melendez | 95 | 2000-2012 | |
| 92 | Mike Bing | 94 | 2000-2011 | |
| 92 | Kyle Ziegler | 94 | 2000-2011 | |
| 94 | Sean Bartol | 93 | 2000-2010 | |
| 94 | Seth Dann | 93 | 2002-2013 | |
| 94 | Miguel Leon# | 93 | 2017-2026 | |
| 94 | Matthew Rowlands# | 93 | 2012-2026 | |
| 98 | John Way# | 92 | 2016-2025 | |
| 99 | David Jacquez | 91 | 2000-2011 | |
| 99 | Ricardo Rodriguez | 91 | 2000-2015 |
