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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Zach Quintana | 28 | 2013-2016 | |
| 2 | Juan Bautista | 21 | 2013-2018 | |
| 2 | Hilton Dyar# | 21 | 2021-2026 | |
| 2 | Steven Gallardo | 21 | 2013-2021 | |
| 5 | Zachary Bird | 17 | 2013-2023 | |
| 5 | Corbin Hoffner | 17 | 2013-2016 | |
| 7 | Chris Flexen# | 15 | 2013-2015 | |
| 7 | Nolan Gannon | 15 | 2013-2015 | |
| 7 | Dominic Hambley# | 15 | 2022-2025 | |
| 7 | Eric Schoenrock | 15 | 2014-2016 | |
| 7 | Niall Windeler# | 15 | 2020-2026 | |
| 12 | Matt Ball | 14 | 2014-2017 | |
| 12 | Matt Blandino | 14 | 2018-2019 | |
| 12 | Garrett Corthright | 14 | 2014-2017 | |
| 15 | Joey Markus | 13 | 2017-2019 | |
| 15 | Francisco Martinez# | 13 | 2021-2026 | |
| 17 | Kevin Coulter | 12 | 2020-2021 | |
| 17 | Zach Hart | 12 | 2021-2022 | |
| 17 | Garrett Lawson | 12 | 2020-2022 | |
| 17 | Mason McGwire# | 12 | 2023-2026 | |
| 17 | Tyler Myrick# | 12 | 2022-2026 | |
| 22 | Diomenges Almengo# | 11 | 2016-2026 | |
| 22 | Matt Cleveland | 11 | 2018-2022 | |
| 22 | Edwin Diaz# | 11 | 2013-2015 | |
| 22 | Drew Finley | 11 | 2016-2022 | |
| 22 | Delvy Francisco | 11 | 2013-2020 | |
| 22 | Clinton Hollon | 11 | 2014-2015 | |
| 22 | Nick Lee | 11 | 2013-2016 | |
| 22 | Adrian Morejon# | 11 | 2019-2021 | |
| 22 | Ryan Newell | 11 | 2013-2017 | |
| 22 | Anthony Tomczak# | 11 | 2021-2026 | |
| 22 | Mick VanVossen | 11 | 2017-2019 | |
| 22 | Emanuel Vizcaino# | 11 | 2023-2026 | |
| 22 | Collin Wiles# | 11 | 2013-2016 | |
| 35 | Jackson Bertsch | 10 | 2020-2022 | |
| 35 | Wyatt Cheney# | 10 | 2024-2025 | |
| 35 | Mike Clevinger# | 10 | 2013-2014 | |
| 35 | Yanzel Correa# | 10 | 2025-2026 | |
| 35 | Jackson Cox# | 10 | 2023-2025 | |
| 35 | Logan Crouse | 10 | 2018-2019 | |
| 35 | Austin Crowson | 10 | 2020-2023 | |
| 35 | Geoffrey Gilbert# | 10 | 2023-2025 | |
| 35 | Tyler Gough# | 10 | 2023-2026 | |
| 35 | Jakob Junis# | 10 | 2013-2015 | |
| 35 | Karsen Lindell | 10 | 2016-2022 | |
| 35 | Manuel Mercedes# | 10 | 2023-2024 | |
| 35 | Chase Mobley# | 10 | 2025-2025 | |
| 35 | Tanner Myatt# | 10 | 2020-2022 | |
| 35 | Radhames Quezada | 10 | 2013-2016 | |
| 35 | Jacob Remily# | 10 | 2025-2026 | |
| 35 | Javier Reynoso | 10 | 2017-2022 | |
| 35 | Jake Rice# | 10 | 2022-2025 | |
| 35 | Blake Shouse | 10 | 2015-2016 | |
| 54 | Casey Anderson# | 9 | 2024-2026 | |
| 54 | Dylan Beasley# | 9 | 2020-2026 | |
| 54 | Greysen Carter# | 9 | 2025-2026 | |
| 54 | J.T. Chargois# | 9 | 2013-2015 | |
| 54 | Josh Conway | 9 | 2013-2019 | |
| 54 | Chase Darhower | 9 | 2015-2018 | |
| 54 | Tyler Driver# | 9 | 2021-2025 | |
| 54 | Max Foody | 9 | 2013-2015 | |
| 54 | Alonzo Gonzalez | 9 | 2013-2014 | |
| 54 | Wikelman Gonzalez# | 9 | 2023-2025 | |
| 54 | Cayman Goode# | 9 | 2025-2026 | |
| 54 | David Graybill | 9 | 2017-2017 | |
| 54 | Scott Griggs | 9 | 2013-2016 | |
| 54 | Mitch Hickey | 9 | 2020-2021 | |
| 54 | Travis Hosterman# | 9 | 2018-2026 | |
| 54 | Adrian Houser# | 9 | 2013-2016 | |
| 54 | Ian Kahaloa | 9 | 2016-2017 | |
| 54 | Brad Keller# | 9 | 2014-2015 | |
| 54 | Cody Kurz | 9 | 2013-2016 | |
| 54 | Tyler Linehan | 9 | 2014-2016 | |
| 54 | Kieran Lovegrove | 9 | 2014-2017 | |
| 54 | Andrew Mitchel | 9 | 2021-2022 | |
| 54 | Casey Mulholland | 9 | 2019-2022 | |
| 54 | Daniel Nunan# | 9 | 2020-2022 | |
| 54 | Brandon Pfaadt# | 9 | 2023-2023 | |
| 54 | Chris Powell | 9 | 2016-2019 | |
| 54 | Yosmer Solorzano | 9 | 2016-2017 | |
| 81 | Tyler Alexander# | 8 | 2014-2015 | |
| 81 | Hunter Barco# | 8 | 2024-2024 | |
| 81 | Garrett Brown# | 8 | 2023-2026 | |
| 81 | Joey Cantillo# | 8 | 2018-2018 | |
| 81 | Wilson Cunningham# | 8 | 2022-2026 | |
| 81 | Shane Dawson | 8 | 2013-2018 | |
| 81 | Andrew Dean | 8 | 2020-2023 | |
| 81 | Scott DeCecco | 8 | 2013-2015 | |
| 81 | Yennsy Diaz# | 8 | 2016-2017 | |
| 81 | Andrew Ferreira | 8 | 2013-2015 | |
| 81 | Drew Fischer | 8 | 2020-2021 | |
| 81 | Nic Hanson | 8 | 2013-2023 | |
| 81 | Taylor Henry | 8 | 2016-2017 | |
| 81 | Allan Hernandez# | 8 | 2020-2025 | |
| 81 | Thomas Higgins# | 8 | 2025-2026 | |
| 81 | Owen Holt# | 8 | 2022-2026 | |
| 81 | Eudis Idrogo | 8 | 2017-2017 | |
| 81 | Denton Keys | 8 | 2015-2016 | |
| 81 | Joseph Krehbiel# | 8 | 2013-2015 | |
| 81 | Jesse Lepore | 8 | 2018-2019 |
