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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | George Kirby# | 3 | 2020-2021 | |
| 2 | Bryce Bandilla | 2 | 2014-2014 | |
| 2 | Tim Brennan# | 2 | 2021-2024 | |
| 2 | Aaron Brown# | 2 | 2023-2025 | |
| 2 | Josh Dye# | 2 | 2020-2025 | |
| 2 | Scott Effross# | 2 | 2019-2021 | |
| 2 | John Gorman | 2 | 2016-2021 | |
| 2 | Sean Harney# | 2 | 2024-2025 | |
| 2 | Chase Johnson | 2 | 2016-2020 | |
| 2 | Brandon G. Koch# | 2 | 2019-2024 | |
| 2 | Hunter McMahon# | 2 | 2022-2025 | |
| 2 | Jordan Montgomery# | 2 | 2017-2017 | |
| 2 | Leonardo A. Rodriguez# | 2 | 2021-2025 | |
| 2 | Ben Rowen | 2 | 2015-2018 | |
| 2 | Julian Smith# | 2 | 2022-2025 | |
| 2 | Eric Stout# | 2 | 2018-2023 | |
| 2 | Jake Wong# | 2 | 2020-2024 | |
| 2 | Gabriel Ynoa | 2 | 2015-2021 | |
| 19 | Keegan Akin# | 1 | 2020-2020 | |
| 19 | Tyler Alexander | 1 | 2018-2018 | |
| 19 | Max Almonte | 1 | 2016-2018 | |
| 19 | Andrew Alvarez# | 1 | 2024-2025 | |
| 19 | Cody Anderson | 1 | 2014-2014 | |
| 19 | Jayson Aquino | 1 | 2014-2014 | |
| 19 | Carson Baranik | 1 | 2015-2017 | |
| 19 | Brian Bayliss | 1 | 2016-2016 | |
| 19 | Jesse Beal | 1 | 2016-2016 | |
| 19 | Tanner Bibee# | 1 | 2022-2022 | |
| 19 | Casey Bloomquist | 1 | 2016-2022 | |
| 19 | Sean Brady | 1 | 2019-2021 | |
| 19 | Bryan Brickhouse | 1 | 2022-2022 | |
| 19 | Parker Bridwell | 1 | 2014-2022 | |
| 19 | Sam Carlson# | 1 | 2018-2024 | |
| 19 | Jared Cheek | 1 | 2016-2018 | |
| 19 | Patrick Christensen | 1 | 2016-2016 | |
| 19 | Mike Clevinger# | 1 | 2015-2015 | |
| 19 | Drew Conover# | 1 | 2025-2025 | |
| 19 | Matt Crouse | 1 | 2014-2016 | |
| 19 | Oscar De La Cruz | 1 | 2016-2019 | |
| 19 | Chris Dwyer | 1 | 2013-2016 | |
| 19 | Connelly Early# | 1 | 2025-2025 | |
| 19 | Mason Erla# | 1 | 2023-2023 | |
| 19 | Dylan File# | 1 | 2018-2019 | |
| 19 | Jackson Finley# | 1 | 2025-2025 | |
| 19 | Dax Fulton# | 1 | 2025-2025 | |
| 19 | Alex Gallegos | 1 | 2018-2018 | |
| 19 | Jason Garcia | 1 | 2021-2023 | |
| 19 | Noel Gonzalez | 1 | 2018-2018 | |
| 19 | Garrett Gould | 1 | 2015-2015 | |
| 19 | Shane Greene | 1 | 2014-2014 | |
| 19 | Joan Gregorio | 1 | 2019-2019 | |
| 19 | Aaron Haase# | 1 | 2025-2025 | |
| 19 | Jairo Heredia | 1 | 2014-2018 | |
| 19 | Nick Hernandez# | 1 | 2018-2023 | |
| 19 | Osvaldo Hernandez# | 1 | 2020-2025 | |
| 19 | Tyler Higgins | 1 | 2016-2020 | |
| 19 | Kevin Hill | 1 | 2017-2018 | |
| 19 | Porter Hodge# | 1 | 2024-2024 | |
| 19 | Bryan Hudson# | 1 | 2019-2020 | |
| 19 | Jake Johansen | 1 | 2014-2016 | |
| 19 | Brandon Johnson# | 1 | 2025-2025 | |
| 19 | Kyle Johnston | 1 | 2019-2022 | |
| 19 | Chris Jones | 1 | 2017-2017 | |
| 19 | Tyler Kolek | 1 | 2019-2020 | |
| 19 | Brooks Kriske# | 1 | 2021-2025 | |
| 19 | Luke Little# | 1 | 2023-2023 | |
| 19 | Ben Lively# | 1 | 2014-2015 | |
| 19 | Jaron Long | 1 | 2019-2020 | |
| 19 | Austin Love# | 1 | 2022-2023 | |
| 19 | Luis Lugo# | 1 | 2017-2024 | |
| 19 | Jake Madden# | 1 | 2025-2025 | |
| 19 | Luis Mateo | 1 | 2016-2017 | |
| 19 | Zach McCambley# | 1 | 2022-2024 | |
| 19 | Griff McGarry# | 1 | 2023-2025 | |
| 19 | Thomas McIlraith | 1 | 2016-2021 | |
| 19 | Marcos Molina | 1 | 2015-2016 | |
| 19 | Brock Moore# | 1 | 2025-2025 | |
| 19 | Davis Moore# | 1 | 2022-2023 | |
| 19 | McKinley Moore# | 1 | 2024-2025 | |
| 19 | Jimmy Nelson | 1 | 2013-2013 | |
| 19 | Doug Nikhazy# | 1 | 2022-2024 | |
| 19 | Braden Olthoff# | 1 | 2024-2025 | |
| 19 | Bryce Osmond# | 1 | 2024-2025 | |
| 19 | Inohan Paniagua# | 1 | 2023-2024 | |
| 19 | Eury Perez# | 1 | 2023-2023 | |
| 19 | Brady Puckett# | 1 | 2022-2023 | |
| 19 | Cal Quantrill# | 1 | 2018-2019 | |
| 19 | Dylan Ray# | 1 | 2023-2025 | |
| 19 | Dan Reynolds | 1 | 2015-2019 | |
| 19 | Armando Rivero | 1 | 2015-2017 | |
| 19 | Donn Roach | 1 | 2015-2015 | |
| 19 | Wilking Rodriguez# | 1 | 2015-2021 | |
| 19 | Frank Rubio | 1 | 2019-2023 | |
| 19 | Patrick Sandoval# | 1 | 2018-2018 | |
| 19 | Joshua Smith | 1 | 2016-2020 | |
| 19 | Robby Snelling# | 1 | 2024-2025 | |
| 19 | Javier Solano | 1 | 2014-2015 | |
| 19 | Anthony Solometo# | 1 | 2024-2025 | |
| 19 | Alex Speas# | 1 | 2022-2024 | |
| 19 | Robert Stephenson# | 1 | 2022-2022 |
