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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Conor Harber | 3 | 2016-2021 | |
| 1 | Branden Kline | 3 | 2014-2016 | |
| 1 | Colin Rodgers | 3 | 2015-2017 | |
| 4 | Jose Albertos | 2 | 2019-2022 | |
| 4 | Matt Allan# | 2 | 2021-2026 | |
| 4 | Tejay Antone# | 2 | 2017-2017 | |
| 4 | Andrew Bash# | 2 | 2022-2024 | |
| 4 | Ray Black | 2 | 2017-2021 | |
| 4 | Casey Bloomquist | 2 | 2018-2023 | |
| 4 | Kelvin Caceres# | 2 | 2024-2025 | |
| 4 | Matt Canterino# | 2 | 2021-2022 | |
| 4 | Logan Darnell | 2 | 2013-2024 | |
| 4 | Odrisamer Despaigne# | 2 | 2023-2024 | |
| 4 | Jordan Guerrero# | 2 | 2017-2026 | |
| 4 | Eric Hanhold | 2 | 2020-2023 | |
| 4 | Christian James | 2 | 2019-2020 | |
| 4 | Brandon Komar# | 2 | 2022-2024 | |
| 4 | Jacob Lee | 2 | 2014-2016 | |
| 4 | Victor Lizarraga# | 2 | 2026-2026 | |
| 4 | Ryan O'Rourke | 2 | 2014-2022 | |
| 4 | Robinson Pina# | 2 | 2023-2026 | |
| 4 | Dominic Pipkin# | 2 | 2024-2026 | |
| 4 | Tyler Rogers# | 2 | 2015-2017 | |
| 4 | Matthew Tracy | 2 | 2013-2014 | |
| 4 | Simeon Woods Richardson# | 2 | 2020-2024 | |
| 26 | Dane Acker# | 1 | 2022-2023 | |
| 26 | Timothy Adleman | 1 | 2015-2020 | |
| 26 | Chris Anderson | 1 | 2015-2017 | |
| 26 | Clayton Andrews# | 1 | 2021-2026 | |
| 26 | Martires Arias | 1 | 2017-2017 | |
| 26 | Keyshawn Askew# | 1 | 2023-2024 | |
| 26 | Joan Baez | 1 | 2018-2019 | |
| 26 | Michael Baird | 1 | 2022-2023 | |
| 26 | Nick Baker | 1 | 2016-2018 | |
| 26 | Joe Barlow# | 1 | 2019-2022 | |
| 26 | D.J. Baxendale | 1 | 2016-2017 | |
| 26 | Shane Baz# | 1 | 2021-2021 | |
| 26 | Tristan Beck# | 1 | 2020-2020 | |
| 26 | A.J. Block# | 1 | 2024-2026 | |
| 26 | Sean Boyle# | 1 | 2022-2026 | |
| 26 | Zack Brown# | 1 | 2020-2025 | |
| 26 | David Buchanan# | 1 | 2023-2026 | |
| 26 | Jacob Cantleberry# | 1 | 2024-2026 | |
| 26 | Ralston Cash | 1 | 2013-2015 | |
| 26 | William Cuevas# | 1 | 2016-2021 | |
| 26 | Rafael De Paula | 1 | 2016-2016 | |
| 26 | Pat Dean | 1 | 2013-2015 | |
| 26 | Yefri Del Rosario# | 1 | 2021-2025 | |
| 26 | Will Dennis | 1 | 2016-2016 | |
| 26 | Liam Doyle# | 1 | 2026-2026 | |
| 26 | Carl Edwards Jr.# | 1 | 2013-2016 | |
| 26 | Drake Fellows# | 1 | 2025-2026 | |
| 26 | Mason Felt | 1 | 2015-2015 | |
| 26 | Dylan Floro# | 1 | 2014-2016 | |
| 26 | Patrick Francescon | 1 | 2013-2015 | |
| 26 | Pat Gallagher# | 1 | 2025-2025 | |
| 26 | Eddie Gamboa | 1 | 2016-2019 | |
| 26 | Sonny Gray# | 1 | 2013-2013 | |
| 26 | Richard Guasch# | 1 | 2023-2024 | |
| 26 | Eric Hacker | 1 | 2017-2022 | |
| 26 | Nic Hanson | 1 | 2016-2017 | |
| 26 | Grant Hartwig# | 1 | 2025-2026 | |
| 26 | Jairo Heredia | 1 | 2013-2013 | |
| 26 | Luis Heredia | 1 | 2015-2016 | |
| 26 | Will Hibbs | 1 | 2020-2020 | |
| 26 | Jordan Humphreys | 1 | 2018-2018 | |
| 26 | KC Hunt# | 1 | 2024-2026 | |
| 26 | Mickey Jannis | 1 | 2017-2019 | |
| 26 | Chris Jensen | 1 | 2016-2018 | |
| 26 | Jake Jewell# | 1 | 2017-2025 | |
| 26 | Eric Jokisch# | 1 | 2024-2025 | |
| 26 | Owen Kellington# | 1 | 2025-2026 | |
| 26 | Zak Kent# | 1 | 2022-2024 | |
| 26 | Christopher Kirsch | 1 | 2016-2017 | |
| 26 | Ben Kudrna# | 1 | 2022-2024 | |
| 26 | Chad Kuhl# | 1 | 2023-2026 | |
| 26 | Jimmy Lambert# | 1 | 2017-2019 | |
| 26 | Tanner Lawson# | 1 | 2021-2023 | |
| 26 | Raudel Lazo | 1 | 2014-2017 | |
| 26 | Kyle Lloyd | 1 | 2021-2021 | |
| 26 | Lael Lockhart# | 1 | 2022-2024 | |
| 26 | Zac Lowther# | 1 | 2024-2026 | |
| 26 | Luis Lugo# | 1 | 2017-2017 | |
| 26 | Tommy Mace# | 1 | 2022-2022 | |
| 26 | Christopher Manno | 1 | 2013-2015 | |
| 26 | Humberto Mejia# | 1 | 2020-2021 | |
| 26 | Max Meyer# | 1 | 2023-2023 | |
| 26 | Patrick Murphy# | 1 | 2023-2025 | |
| 26 | Justin Nicolino | 1 | 2014-2014 | |
| 26 | Daniel Norris | 1 | 2013-2013 | |
| 26 | Glenn Otto# | 1 | 2018-2021 | |
| 26 | Thomas Pannone# | 1 | 2019-2020 | |
| 26 | Enoli Paredes# | 1 | 2020-2020 | |
| 26 | Brayan Perez# | 1 | 2023-2025 | |
| 26 | Hector Perez# | 1 | 2018-2024 | |
| 26 | Jon Perrin | 1 | 2018-2020 | |
| 26 | Dillon Peters# | 1 | 2023-2026 | |
| 26 | Tyler Phillips# | 1 | 2019-2020 | |
| 26 | Tyler Pill | 1 | 2014-2019 | |
| 26 | Riley Pint# | 1 | 2017-2026 |
