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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Robert Rasmussen | 6 | 2014-2018 | |
| 2 | Rico Garcia# | 4 | 2018-2025 | |
| 3 | Brody Colvin | 3 | 2013-2016 | |
| 3 | Chris Reed | 3 | 2013-2021 | |
| 3 | Curtis Taylor# | 3 | 2019-2025 | |
| 6 | Raul Alcantara# | 2 | 2018-2021 | |
| 6 | Trent Baker# | 2 | 2023-2023 | |
| 6 | Duane Below | 2 | 2017-2017 | |
| 6 | Aaron Blair | 2 | 2016-2020 | |
| 6 | Jacob Esch | 2 | 2017-2018 | |
| 6 | Ashton Goudeau | 2 | 2017-2022 | |
| 6 | Justin Lange# | 2 | 2025-2025 | |
| 6 | Joel Linares | 2 | 2016-2016 | |
| 6 | Anthony McIver | 2 | 2018-2018 | |
| 6 | Triston McKenzie# | 2 | 2018-2025 | |
| 6 | Adonis Medina# | 2 | 2019-2025 | |
| 6 | Yoervis Medina | 2 | 2013-2014 | |
| 6 | Joey Murray# | 2 | 2020-2025 | |
| 6 | Zach Petrick | 2 | 2014-2016 | |
| 6 | Alex Powers | 2 | 2021-2023 | |
| 6 | Cody Reed | 2 | 2021-2022 | |
| 6 | Jorge Rondon | 2 | 2014-2014 | |
| 6 | Drew Smith# | 2 | 2018-2025 | |
| 6 | Blake Snell# | 2 | 2015-2015 | |
| 6 | Blake Weiman# | 2 | 2019-2025 | |
| 6 | Ryan Williams | 2 | 2017-2019 | |
| 27 | Dylan Baker | 1 | 2015-2023 | |
| 27 | Rony Bautista | 1 | 2014-2016 | |
| 27 | Logan Bawcom | 1 | 2013-2017 | |
| 27 | D.J. Baxendale | 1 | 2019-2019 | |
| 27 | Brendan Beck# | 1 | 2022-2024 | |
| 27 | Clayton Beeter# | 1 | 2023-2024 | |
| 27 | Seth Blair | 1 | 2020-2022 | |
| 27 | Bradley Blalock# | 1 | 2024-2025 | |
| 27 | Denny Brady# | 1 | 2020-2021 | |
| 27 | Marc Brakeman | 1 | 2018-2021 | |
| 27 | Keith Butler | 1 | 2013-2016 | |
| 27 | Nick Christiani | 1 | 2013-2015 | |
| 27 | Trevor Clifton# | 1 | 2020-2024 | |
| 27 | Adam Conley | 1 | 2014-2014 | |
| 27 | Micah Dallas# | 1 | 2024-2025 | |
| 27 | Aaron Davenport# | 1 | 2024-2024 | |
| 27 | Rookie Davis | 1 | 2018-2020 | |
| 27 | Rubby de la Rosa# | 1 | 2013-2013 | |
| 27 | Will Dion# | 1 | 2024-2025 | |
| 27 | Kyle Dowdy | 1 | 2016-2021 | |
| 27 | Brandon Eisert# | 1 | 2025-2025 | |
| 27 | J.P. Feyereisen# | 1 | 2019-2019 | |
| 27 | Kendry Flores | 1 | 2015-2015 | |
| 27 | Seth Frankoff | 1 | 2020-2020 | |
| 27 | Dax Fulton# | 1 | 2025-2025 | |
| 27 | Nick Gardewine | 1 | 2018-2023 | |
| 27 | Austin Gomber# | 1 | 2017-2018 | |
| 27 | Colton Gordon# | 1 | 2025-2025 | |
| 27 | Junior Guerra | 1 | 2018-2018 | |
| 27 | Ryan Gusto# | 1 | 2024-2025 | |
| 27 | Thomas Hatch# | 1 | 2024-2024 | |
| 27 | Taylor Hearn# | 1 | 2020-2021 | |
| 27 | Matt Heidenreich | 1 | 2014-2017 | |
| 27 | Tyler Herb | 1 | 2021-2021 | |
| 27 | Carlos Hernandez | 1 | 2014-2018 | |
| 27 | David Hess | 1 | 2015-2021 | |
| 27 | Mason Hickman# | 1 | 2024-2025 | |
| 27 | Sean Hjelle# | 1 | 2024-2024 | |
| 27 | Cameron Hobson | 1 | 2015-2016 | |
| 27 | Matt Hoffman | 1 | 2013-2015 | |
| 27 | Ben Holmes | 1 | 2019-2023 | |
| 27 | T.J. House | 1 | 2013-2014 | |
| 27 | Wyatt Hudepohl# | 1 | 2025-2025 | |
| 27 | Brock Huntzinger | 1 | 2013-2016 | |
| 27 | Jake Irvin# | 1 | 2023-2023 | |
| 27 | Zachary Jones | 1 | 2018-2019 | |
| 27 | Jimmy Joyce# | 1 | 2024-2025 | |
| 27 | Kevin Kelleher | 1 | 2019-2019 | |
| 27 | Corey Kluber | 1 | 2013-2013 | |
| 27 | Peter Lambert# | 1 | 2018-2024 | |
| 27 | David Leal# | 1 | 2022-2025 | |
| 27 | Connor Loeprich# | 1 | 2023-2024 | |
| 27 | Logan Longwith | 1 | 2019-2020 | |
| 27 | Daniel Lynch# | 1 | 2020-2021 | |
| 27 | Travis MacGregor# | 1 | 2023-2024 | |
| 27 | Justin Martinez# | 1 | 2025-2025 | |
| 27 | Zach McCambley# | 1 | 2022-2024 | |
| 27 | Griff McGarry# | 1 | 2023-2024 | |
| 27 | Nick Mears# | 1 | 2024-2024 | |
| 27 | Yoel Mecias | 1 | 2017-2018 | |
| 27 | Casey Meisner | 1 | 2020-2021 | |
| 27 | Christian Meister | 1 | 2016-2016 | |
| 27 | Franklin Morales | 1 | 2014-2015 | |
| 27 | Adam Morgan | 1 | 2013-2023 | |
| 27 | Benton Moss | 1 | 2016-2020 | |
| 27 | Chris Murphy# | 1 | 2023-2024 | |
| 27 | Andrew Nardi# | 1 | 2020-2020 | |
| 27 | Lester Oliveros | 1 | 2013-2015 | |
| 27 | Carson Palmquist# | 1 | 2024-2025 | |
| 27 | Jeffrey Passantino | 1 | 2022-2022 | |
| 27 | Colin Peluse# | 1 | 2022-2025 | |
| 27 | Rafael Perez | 1 | 2016-2016 | |
| 27 | Ivan Pineyro | 1 | 2017-2017 | |
| 27 | Brooks Pounders | 1 | 2014-2015 |
