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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Corey Gruver# | 251 | 2006-2025 | |
| 2 | Antonio Higuera# | 240 | 2007-2025 | |
| 3 | Paul Ledford* | 231 | 2000-2013 | |
| 4 | Eric Burdine* | 220 | 2000-2017 | |
| 5 | Chad Landreth | 208 | 2001-2017 | |
| 6 | Jordan Clarke | 199 | 2004-2023 | |
| 7 | Carlos Mendez# | 194 | 2011-2025 | |
| 8 | Geremia Farinelli | 189 | 2000-2014 | |
| 8 | Rodrigo Lemus# | 189 | 2013-2025 | |
| 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 | Jonathan Luna | 173 | 2000-2011 | |
| 15 | Brian Chambliss | 166 | 2000-2014 | |
| 16 | Alfredo Tiscareno# | 165 | 2010-2025 | |
| 17 | Felipe Ayala# | 163 | 2013-2025 | |
| 17 | Joe Hart# | 163 | 2013-2024 | |
| 19 | Heriberto Milan | 162 | 2007-2022 | |
| 20 | Vance Adams | 158 | 2000-2013 | |
| 21 | Bill Flowers# | 157 | 2011-2025 | |
| 22 | Nick Lawson | 156 | 2002-2017 | |
| 23 | Albert Fabian# | 153 | 2014-2025 | |
| 24 | Rodolfo Soto# | 151 | 2015-2025 | |
| 25 | Aaron Sutton | 150 | 2009-2021 | |
| 26 | Jay Helm# | 147 | 2015-2025 | |
| 26 | Pat Payne | 147 | 2009-2023 | |
| 28 | Pat Hovhannisian# | 146 | 2014-2025 | |
| 29 | Casey Abbott# | 145 | 2009-2025 | |
| 30 | William Arredondo | 143 | 2000-2012 | |
| 30 | Jeff Glissman | 143 | 2000-2010 | |
| 32 | Corbett Wright# | 138 | 2010-2024 | |
| 33 | Cody Morosko | 136 | 2000-2010 | |
| 34 | Seth Carey | 134 | 2004-2016 | |
| 34 | Hiromi Fukuda | 134 | 2006-2018 | |
| 34 | J.R. Mitchell# | 134 | 2013-2025 | |
| 34 | Bill Vasquez | 134 | 2000-2012 | |
| 38 | Elard Nijhuis | 132 | 2000-2009 | |
| 39 | Andy Dooley# | 131 | 2014-2025 | |
| 39 | Brian Rohde | 131 | 2009-2020 | |
| 41 | Miles Hale | 130 | 2000-2011 | |
| 42 | Zachary Christman# | 129 | 2014-2025 | |
| 42 | Travis Thurber# | 129 | 2005-2024 | |
| 44 | John Froerer# | 127 | 2015-2025 | |
| 45 | Tomas Adon | 126 | 2004-2018 | |
| 46 | Tyrone Hairston | 120 | 2002-2013 | |
| 47 | Oscar Malave# | 119 | 2012-2025 | |
| 48 | Sukeaki Kato | 117 | 2001-2014 | |
| 49 | Brian Prince# | 116 | 2011-2024 | |
| 50 | Damien Haling | 115 | 2000-2011 | |
| 51 | Iliana Preciado | 113 | 2000-2009 | |
| 52 | Winston Caballero# | 112 | 2015-2025 | |
| 52 | Chris McLure | 112 | 2000-2010 | |
| 54 | Andy Shoemaker# | 111 | 2012-2023 | |
| 55 | Jon Haynes# | 110 | 2014-2025 | |
| 56 | Jose Alvarado | 108 | 2006-2016 | |
| 56 | Chris Frost | 108 | 2011-2022 | |
| 56 | Chris Harris | 108 | 2007-2020 | |
| 56 | Tom Kitko | 108 | 2012-2023 | |
| 56 | David Nations | 108 | 2000-2008 | |
| 61 | Jonathan Higginbotham | 107 | 2010-2021 | |
| 61 | Byung-sik Lee | 107 | 2006-2014 | |
| 61 | Barry McLamb# | 107 | 2013-2023 | |
| 64 | Kory Tourville# | 106 | 2014-2024 | |
| 65 | Denny Arizpe | 105 | 2004-2014 | |
| 65 | Ben Baxter | 105 | 2000-2010 | |
| 65 | Ching Ding | 105 | 2000-2009 | |
| 65 | Edwin Gutierrez | 105 | 2000-2010 | |
| 69 | Blake Barber | 104 | 2000-2007 | |
| 69 | Josh Flaten# | 104 | 2015-2025 | |
| 69 | Hector Ruiz | 104 | 2001-2013 | |
| 69 | Tim Ward | 104 | 2000-2009 | |
| 73 | Bill Rauch | 103 | 2011-2023 | |
| 73 | Ray Rorie# | 103 | 2016-2025 | |
| 75 | Phil Gregoire# | 102 | 2013-2025 | |
| 75 | Chad Stokes | 102 | 2006-2017 | |
| 75 | Lorenzo Villarreal# | 102 | 2014-2024 | |
| 78 | Adrian Huffine# | 101 | 2015-2025 | |
| 79 | Jim Clarke | 100 | 2000-2014 | |
| 79 | Johnny Keener# | 100 | 2015-2025 | |
| 81 | Jack Ivory# | 99 | 2018-2025 | |
| 81 | Emmanuel Mendoza | 99 | 2008-2023 | |
| 83 | Jonathan Allen# | 97 | 2016-2025 | |
| 83 | Ben O'Halloran# | 97 | 2016-2025 | |
| 85 | Noah George | 96 | 2005-2017 | |
| 85 | Jeremy Hewes | 96 | 2010-2022 | |
| 85 | Dave Shevlin | 96 | 2013-2024 | |
| 88 | Chris Benson# | 95 | 2017-2025 | |
| 88 | Julio Melendez | 95 | 2000-2012 | |
| 88 | Luke Scrimger# | 95 | 2019-2025 | |
| 91 | Mike Bing | 94 | 2000-2011 | |
| 91 | Kyle Ziegler | 94 | 2000-2011 | |
| 93 | Sean Bartol | 93 | 2000-2010 | |
| 93 | Seth Dann | 93 | 2002-2013 | |
| 95 | John Way# | 92 | 2016-2025 | |
| 96 | David Jacquez | 91 | 2000-2011 | |
| 96 | Ricardo Rodriguez | 91 | 2000-2015 | |
| 98 | Rogelio Aburto | 90 | 2009-2020 | |
| 98 | Rusty Hays | 90 | 2000-2009 | |
| 100 | Chris Graham# | 89 | 2016-2024 |
