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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | David Ledbetter | 47 | 2015-2018 | |
| 2 | Greg Harris | 45 | 2015-2020 | |
| 3 | Juan Hillman# | 36 | 2020-2025 | |
| 3 | Yoel Mecias | 36 | 2014-2018 | |
| 5 | Jarlin Garcia# | 34 | 2014-2019 | |
| 5 | Aaron Shortridge# | 34 | 2020-2026 | |
| 7 | Michael McCarthy | 32 | 2013-2017 | |
| 8 | John Niggli | 31 | 2013-2016 | |
| 9 | Garrett Nuss | 29 | 2014-2017 | |
| 10 | Adrian Florencio# | 28 | 2023-2025 | |
| 10 | Bryan Mitchell | 28 | 2021-2023 | |
| 12 | Tyler DeLoach | 27 | 2013-2017 | |
| 12 | Josh Poytress | 27 | 2013-2017 | |
| 14 | Matthew Boyd# | 26 | 2014-2016 | |
| 14 | Colin Rodgers | 26 | 2018-2023 | |
| 16 | David Garner | 25 | 2017-2021 | |
| 16 | Wills Montgomerie# | 25 | 2020-2025 | |
| 18 | Tommy Bergjans | 23 | 2016-2019 | |
| 18 | Taylor Cole | 23 | 2013-2015 | |
| 18 | Hector Hernandez | 23 | 2013-2017 | |
| 18 | Eduardo Vera | 23 | 2018-2021 | |
| 22 | Jeremiah Burke# | 22 | 2022-2026 | |
| 22 | Zach Cates | 22 | 2014-2016 | |
| 22 | Scott Copeland | 22 | 2013-2018 | |
| 22 | Garrett Davila# | 22 | 2019-2024 | |
| 22 | Billy Flamion | 22 | 2015-2017 | |
| 22 | Ivan Pineyro | 22 | 2014-2019 | |
| 28 | Bryan Brickhouse | 21 | 2017-2022 | |
| 28 | Luis Madero# | 21 | 2020-2026 | |
| 28 | David Peterson# | 21 | 2018-2019 | |
| 28 | Wilkin Ramos# | 21 | 2023-2025 | |
| 28 | Mark Reyes | 21 | 2017-2019 | |
| 28 | Wilking Rodriguez# | 21 | 2013-2021 | |
| 28 | Cody Sedlock# | 21 | 2018-2021 | |
| 35 | Tom Cosgrove# | 20 | 2019-2021 | |
| 35 | Tanner Dodson# | 20 | 2020-2025 | |
| 35 | Jack Duffey | 20 | 2013-2015 | |
| 35 | Blaine Howell | 20 | 2013-2015 | |
| 35 | Will Lamb | 20 | 2013-2016 | |
| 35 | Jake Madden# | 20 | 2024-2026 | |
| 35 | Tom Robson | 20 | 2015-2022 | |
| 35 | Reid Schaller | 20 | 2020-2023 | |
| 43 | Andrew Barbosa | 19 | 2014-2017 | |
| 43 | Trey Killian | 19 | 2017-2018 | |
| 43 | Sal Mendez# | 19 | 2019-2021 | |
| 43 | Navery Moore | 19 | 2013-2015 | |
| 43 | Scott Serigstad | 19 | 2017-2019 | |
| 43 | Niklas Stephenson | 19 | 2016-2023 | |
| 43 | Tahnaj Thomas# | 19 | 2021-2026 | |
| 43 | Andrew Woeck | 19 | 2015-2019 | |
| 51 | Dakota Bacus | 18 | 2015-2021 | |
| 51 | Alfredo Garcia# | 18 | 2022-2025 | |
| 51 | Kurt Heyer | 18 | 2014-2017 | |
| 51 | Kyle Luckham# | 18 | 2023-2026 | |
| 51 | Luis Moncada# | 18 | 2020-2024 | |
| 51 | Malvin Pena | 18 | 2021-2024 | |
| 51 | Carlos Vargas# | 18 | 2021-2025 | |
| 51 | Jason Woodward# | 18 | 2025-2026 | |
| 59 | Alex Balog | 17 | 2017-2019 | |
| 59 | Denny Brady# | 17 | 2019-2024 | |
| 59 | Robert Broom | 17 | 2020-2024 | |
| 59 | Peyton Culbertson | 17 | 2019-2021 | |
| 59 | Caleb Frare | 17 | 2016-2018 | |
| 59 | Will Headean | 17 | 2018-2019 | |
| 59 | Sam Hentges# | 17 | 2017-2021 | |
| 59 | Isaac Mattson# | 17 | 2018-2025 | |
| 59 | Luis Parra | 17 | 2014-2018 | |
| 59 | Matt Vogel# | 17 | 2020-2026 | |
| 59 | Deion Williams | 17 | 2014-2016 | |
| 59 | Robinson Yambati | 17 | 2013-2017 | |
| 59 | Mark Zimmerman | 17 | 2018-2021 | |
| 72 | Alex Daniele | 16 | 2018-2018 | |
| 72 | David Jagoditsh | 16 | 2013-2017 | |
| 72 | Michael Jefferson | 16 | 2013-2013 | |
| 72 | Kelvin Marte | 16 | 2013-2016 | |
| 72 | Vijay Miller# | 16 | 2019-2021 | |
| 72 | Michael Murray | 16 | 2017-2021 | |
| 72 | Greg Nappo | 16 | 2014-2016 | |
| 72 | Austin Smith | 16 | 2019-2024 | |
| 72 | Brad Stone | 16 | 2019-2020 | |
| 72 | John Swanda# | 16 | 2018-2023 | |
| 82 | Ryan Bean | 15 | 2013-2017 | |
| 82 | Sean Brady | 15 | 2018-2021 | |
| 82 | Jason Creasy | 15 | 2014-2016 | |
| 82 | Josh Graham | 15 | 2018-2021 | |
| 82 | Kris Hall | 15 | 2014-2017 | |
| 82 | Zach Hedges | 15 | 2017-2019 | |
| 82 | Tyler Higgins | 15 | 2014-2016 | |
| 82 | Austin House | 15 | 2014-2015 | |
| 82 | Tyler Kolek | 15 | 2016-2018 | |
| 82 | Daniel Lietz | 15 | 2016-2020 | |
| 82 | Scott Lyman | 15 | 2014-2017 | |
| 82 | Kash Mayfield# | 15 | 2025-2026 | |
| 82 | Braden Olthoff# | 15 | 2023-2024 | |
| 82 | Peyton Pallette# | 15 | 2023-2024 | |
| 82 | Jean Pinto# | 15 | 2023-2026 | |
| 82 | Dominic Pipkin# | 15 | 2022-2023 | |
| 82 | Daniel Procopio | 15 | 2020-2024 | |
| 82 | Doug Still# | 15 | 2019-2024 | |
| 82 | Shawn Teufel | 15 | 2013-2016 |
