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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bobby Milton# | 38 | 2015-2024 | |
| 2 | Augusto Gutiérrez# | 34 | 2015-2022 | |
| 3 | Robert Stephenson# | 33 | 2014-2017 | |
| 4 | Brian Ames# | 32 | 2015-2016 | |
| 5 | Rusty Demmitt# | 29 | 2018-2020 | |
| 5 | Blair Henley# | 29 | 2020-2022 | |
| 5 | Héctor Hernández# | 29 | 2015-2017 | |
| 8 | Richard Dean# | 28 | 2015-2017 | |
| 9 | Mark Cox | 27 | 2016-2017 | |
| 9 | Karl Kauffmann# | 27 | 2020-2024 | |
| 11 | Brandon Bonilla# | 26 | 2019-2022 | |
| 11 | Chris Franklin# | 26 | 2019-2022 | |
| 13 | Elijah Holifield# | 25 | 2019-2020 | |
| 13 | Nicholas Kingham# | 25 | 2014-2020 | |
| 15 | Philippe Godart | 24 | 2015-2020 | |
| 15 | Trevor Rogers# | 24 | 2019-2022 | |
| 17 | Jesse Biddle# | 23 | 2012-2018 | |
| 17 | Michael Caldwell# | 23 | 2018-2023 | |
| 17 | Michael Gillespie# | 23 | 2021-2022 | |
| 17 | Hideaki Hirose# | 23 | 2013-2017 | |
| 17 | Jason Neal# | 23 | 2017-2018 | |
| 17 | Darrell Pugsley# | 23 | 2020-2023 | |
| 17 | Lucas Sims# | 23 | 2015-2016 | |
| 24 | António Gutiérrez# | 22 | 2019-2021 | |
| 24 | Tommy Henry# | 22 | 2022-2023 | |
| 24 | Thierry Martin# | 22 | 2017-2021 | |
| 27 | Willie Howard# | 21 | 2020-2024 | |
| 27 | Alex Meyer | 21 | 2013-2014 | |
| 27 | David Miller# | 21 | 2019-2022 | |
| 27 | Craig Missigman# | 21 | 2015-2017 | |
| 27 | Scott Trevail# | 21 | 2016-2017 | |
| 32 | Doug Crawford | 20 | 2018-2023 | |
| 32 | Bill Deely# | 20 | 2019-2021 | |
| 32 | Steven Gingrey# | 20 | 2019-2021 | |
| 32 | Christian Graham# | 20 | 2020-2022 | |
| 32 | Grant Jackson# | 20 | 2020-2022 | |
| 32 | Manuel Sax# | 20 | 2020-2021 | |
| 32 | Jonathan Tate# | 20 | 2020-2022 | |
| 39 | Kevin Correia | 19 | 2013-2014 | |
| 39 | Damon Edwards# | 19 | 2018-2021 | |
| 39 | Bryan Escanio | 19 | 2013-2018 | |
| 39 | David Peterson# | 19 | 2019-2021 | |
| 43 | Kevin Abel# | 18 | 2022-2024 | |
| 43 | P.J. Desjardien# | 18 | 2020-2024 | |
| 43 | Ryan Frey# | 18 | 2020-2021 | |
| 43 | Jun'ichi Ozaki# | 18 | 2014-2023 | |
| 43 | Janser Severino | 18 | 2014-2019 | |
| 48 | Hunter Bowling# | 17 | 2021-2023 | |
| 48 | Robert Bradford# | 17 | 2016-2019 | |
| 48 | Ian Dickson | 17 | 2015-2022 | |
| 48 | Anthony Fernandez | 17 | 2012-2013 | |
| 48 | Steve Frer# | 17 | 2021-2024 | |
| 48 | Eric McDonald# | 17 | 2020-2023 | |
| 48 | Wayne Ready# | 17 | 2019-2020 | |
| 48 | Eric Sollenberger# | 17 | 2020-2021 | |
| 56 | Kenedy Agramonte# | 16 | 2015-2021 | |
| 56 | Víctor De La Rosa | 16 | 2015-2019 | |
| 56 | Brandon Erbe | 16 | 2012-2015 | |
| 56 | Chris Farrell | 16 | 2015-2016 | |
| 56 | Nolan Martinez# | 16 | 2023-2023 | |
| 56 | Salvador Montés# | 16 | 2018-2021 | |
| 56 | Jonathan Pettibone | 16 | 2014-2014 | |
| 56 | Diego Quintana# | 16 | 2022-2023 | |
| 56 | Joe Rush# | 16 | 2022-2023 | |
| 56 | Bill Smith# | 16 | 2018-2020 | |
| 56 | Peter Solomon# | 16 | 2020-2022 | |
| 56 | Ben Toder# | 16 | 2019-2020 | |
| 68 | Manuel Barreda | 15 | 2013-2020 | |
| 68 | Dillon Branch# | 15 | 2022-2023 | |
| 68 | Seth Corry# | 15 | 2022-2023 | |
| 68 | Robert Gilliam | 15 | 2016-2017 | |
| 68 | Nino Guillaume# | 15 | 2019-2022 | |
| 68 | Nick Hanson# | 15 | 2020-2022 | |
| 68 | T.J. Haws# | 15 | 2021-2023 | |
| 68 | Landon Leach# | 15 | 2020-2021 | |
| 68 | Hector Rondon | 15 | 2012-2013 | |
| 68 | Chris Walton# | 15 | 2023-2023 | |
| 68 | Joey Washington# | 15 | 2017-2022 | |
| 79 | Max Allen# | 14 | 2019-2023 | |
| 79 | Stetson Allie# | 14 | 2012-2020 | |
| 79 | Evan Applewhite# | 14 | 2020-2023 | |
| 79 | Michael Brown# | 14 | 2020-2021 | |
| 79 | Manny Dávila# | 14 | 2022-2023 | |
| 79 | Colton Eastman# | 14 | 2020-2023 | |
| 79 | Henry Harris# | 14 | 2017-2019 | |
| 79 | Eswarlin Jimenez | 14 | 2013-2018 | |
| 79 | Jackson Kowar# | 14 | 2019-2019 | |
| 79 | Jimmy Reyes# | 14 | 2015-2017 | |
| 79 | Joe Webb# | 14 | 2020-2023 | |
| 90 | Elvis Araujo | 13 | 2014-2017 | |
| 90 | Derek Bartlett# | 13 | 2021-2024 | |
| 90 | Garrett Beck# | 13 | 2022-2023 | |
| 90 | Marcos Galindo# | 13 | 2019-2020 | |
| 90 | Darin Gorski | 13 | 2012-2013 | |
| 90 | Josh Irvin# | 13 | 2022-2024 | |
| 90 | Lino Martinez | 13 | 2014-2014 | |
| 90 | Javier Martínez# | 13 | 2018-2019 | |
| 90 | Rafael Pérez# | 13 | 2022-2024 | |
| 90 | Jean-Luc Raymond# | 13 | 2015-2015 | |
| 90 | Woody Roy# | 13 | 2020-2023 |
