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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Miguel A. Gonzalez | 4 | 2014-2018 | |
| 2 | Alex Meyer | 3 | 2013-2017 | |
| 3 | Jhony Brito# | 2 | 2024-2024 | |
| 3 | Clay Buchholz | 2 | 2013-2021 | |
| 3 | Tyler Chatwood | 2 | 2014-2019 | |
| 3 | Xzavion Curry# | 2 | 2024-2024 | |
| 3 | Anthony DeSclafani# | 2 | 2015-2017 | |
| 3 | Robbie Erlin# | 2 | 2013-2018 | |
| 3 | Conor Fisk | 2 | 2019-2021 | |
| 3 | Shintaro Fujinami# | 2 | 2023-2024 | |
| 3 | Chi Chi Gonzalez# | 2 | 2020-2021 | |
| 3 | Carlos Hernandez# | 2 | 2022-2025 | |
| 3 | Carmen Mlodzinski# | 2 | 2023-2024 | |
| 3 | Ryne Nelson# | 2 | 2023-2024 | |
| 3 | Chris O'Grady | 2 | 2017-2021 | |
| 3 | Austin Pruitt# | 2 | 2017-2024 | |
| 3 | Carlos Rodon# | 2 | 2016-2019 | |
| 3 | Brady Singer# | 2 | 2020-2024 | |
| 3 | Kirby Yates# | 2 | 2014-2019 | |
| 20 | Timothy Adleman | 1 | 2017-2022 | |
| 20 | Matt Albers | 1 | 2015-2019 | |
| 20 | Manny Banuelos# | 1 | 2017-2024 | |
| 20 | Brandon Beachy | 1 | 2015-2018 | |
| 20 | Tyler Beede# | 1 | 2017-2025 | |
| 20 | Chad Bettis | 1 | 2014-2020 | |
| 20 | Buddy Boshers | 1 | 2016-2021 | |
| 20 | Archie Bradley | 1 | 2014-2016 | |
| 20 | Beau Brieske# | 1 | 2022-2024 | |
| 20 | Madison Bumgarner | 1 | 2013-2013 | |
| 20 | Vicente Campos | 1 | 2018-2018 | |
| 20 | Anthony Castro | 1 | 2020-2020 | |
| 20 | Tim Cate# | 1 | 2022-2022 | |
| 20 | Cade Cavalli# | 1 | 2023-2024 | |
| 20 | Brian Clark | 1 | 2019-2021 | |
| 20 | Davis Daniel# | 1 | 2022-2025 | |
| 20 | Carl Edwards Jr.# | 1 | 2016-2017 | |
| 20 | Roenis Elias | 1 | 2019-2022 | |
| 20 | Erick Fedde# | 1 | 2018-2023 | |
| 20 | Kyle Freeland# | 1 | 2024-2025 | |
| 20 | Braxton Garrett# | 1 | 2020-2023 | |
| 20 | Luiz Gohara | 1 | 2018-2021 | |
| 20 | Miguel Gonzalez | 1 | 2014-2018 | |
| 20 | Jordan Guerrero# | 1 | 2018-2020 | |
| 20 | Jesse Hahn | 1 | 2015-2016 | |
| 20 | Mike Hauschild | 1 | 2017-2017 | |
| 20 | Jeremy Hefner | 1 | 2013-2017 | |
| 20 | Jonathan Holder# | 1 | 2018-2024 | |
| 20 | Brent Honeywell Jr.# | 1 | 2021-2025 | |
| 20 | Bryce Jarvis# | 1 | 2023-2024 | |
| 20 | Daulton Jefferies# | 1 | 2020-2025 | |
| 20 | Cole Johnson | 1 | 2017-2017 | |
| 20 | Casey Kelly# | 1 | 2021-2024 | |
| 20 | Merrill Kelly# | 1 | 2019-2022 | |
| 20 | Michael Kopech# | 1 | 2019-2020 | |
| 20 | Adam Liberatore | 1 | 2014-2020 | |
| 20 | Kyle Lloyd | 1 | 2020-2020 | |
| 20 | Reynaldo Lopez# | 1 | 2018-2022 | |
| 20 | Joey Lucchesi# | 1 | 2020-2021 | |
| 20 | Cory Luebke | 1 | 2013-2016 | |
| 20 | Seth Martinez# | 1 | 2022-2025 | |
| 20 | Phil Maton# | 1 | 2017-2019 | |
| 20 | Steve Matz# | 1 | 2015-2019 | |
| 20 | Shane McClanahan# | 1 | 2020-2022 | |
| 20 | Brendan McCurry | 1 | 2018-2019 | |
| 20 | Luis Mendoza | 1 | 2013-2018 | |
| 20 | Jordan Mills | 1 | 2019-2021 | |
| 20 | Juan Minaya | 1 | 2019-2020 | |
| 20 | Casey Mize# | 1 | 2020-2022 | |
| 20 | Adam Morgan | 1 | 2023-2023 | |
| 20 | Scott Moss | 1 | 2018-2024 | |
| 20 | Penn Murfee# | 1 | 2020-2025 | |
| 20 | Pat Neshek | 1 | 2013-2013 | |
| 20 | Josh Osich | 1 | 2015-2018 | |
| 20 | Nate Peden | 1 | 2018-2019 | |
| 20 | Luis Perdomo# | 1 | 2017-2018 | |
| 20 | Dillon Peters# | 1 | 2018-2022 | |
| 20 | Michael Pineda | 1 | 2013-2013 | |
| 20 | Adam Plutko# | 1 | 2017-2024 | |
| 20 | Aaron Poreda | 1 | 2013-2017 | |
| 20 | Max Povse | 1 | 2018-2021 | |
| 20 | Kevin Quackenbush | 1 | 2015-2016 | |
| 20 | Alex Reyes | 1 | 2017-2024 | |
| 20 | Danny Salazar | 1 | 2014-2017 | |
| 20 | Bo Schultz | 1 | 2015-2017 | |
| 20 | Evan Sisk# | 1 | 2023-2023 | |
| 20 | Carson Smith | 1 | 2015-2021 | |
| 20 | Jordan Stephens | 1 | 2016-2024 | |
| 20 | Marcus Stroman# | 1 | 2013-2016 | |
| 20 | Andrew Suarez# | 1 | 2018-2022 | |
| 20 | Eric Surkamp | 1 | 2015-2016 | |
| 20 | Ian Thomas | 1 | 2014-2017 | |
| 20 | Jake Thompson | 1 | 2016-2020 | |
| 20 | Trent Thornton# | 1 | 2018-2025 | |
| 20 | Matthew Tomshaw | 1 | 2017-2022 | |
| 20 | Alex Torres | 1 | 2013-2017 | |
| 20 | Carlos Torres | 1 | 2013-2020 | |
| 20 | David Trexler | 1 | 2016-2016 | |
| 20 | Edwin Uceta# | 1 | 2022-2022 | |
| 20 | Cesar Vargas | 1 | 2018-2018 | |
| 20 | Adam Wainwright | 1 | 2024-2024 |
