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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Manny Banuelos# | 3 | 2014-2015 | |
| 1 | Brent Honeywell Jr.# | 3 | 2018-2020 | |
| 1 | Brady Rodgers | 3 | 2017-2018 | |
| 4 | R.J. Alvarez | 2 | 2016-2019 | |
| 4 | Jeff Brigham# | 2 | 2020-2025 | |
| 4 | Alex Cobb# | 2 | 2013-2013 | |
| 4 | Casey Crosby | 2 | 2013-2016 | |
| 4 | Paolo Espino# | 2 | 2016-2024 | |
| 4 | Dylan File# | 2 | 2020-2025 | |
| 4 | Vladimir Gutierrez# | 2 | 2020-2024 | |
| 4 | T.J. House | 2 | 2015-2017 | |
| 4 | Erik Johnson | 2 | 2015-2017 | |
| 4 | James Kaprielian# | 2 | 2018-2020 | |
| 4 | Will Latcham | 2 | 2021-2021 | |
| 4 | Brian Matusz | 2 | 2013-2016 | |
| 4 | Cody Morris# | 2 | 2022-2023 | |
| 4 | Lester Oliveros | 2 | 2013-2015 | |
| 4 | Dan Otero | 2 | 2013-2016 | |
| 4 | Tom Robson | 2 | 2018-2021 | |
| 4 | Dalton Sawyer | 2 | 2021-2021 | |
| 4 | Rob Scahill | 2 | 2013-2019 | |
| 4 | Burch Smith | 2 | 2016-2022 | |
| 4 | Brent Suter# | 2 | 2017-2023 | |
| 4 | Nick Travieso | 2 | 2016-2020 | |
| 4 | Pedro Vasquez | 2 | 2022-2022 | |
| 4 | Adam Warren | 2 | 2013-2020 | |
| 4 | Luke Weaver# | 2 | 2017-2024 | |
| 4 | Gabriel Ynoa | 2 | 2016-2018 | |
| 29 | Fernando Abad | 1 | 2013-2021 | |
| 29 | Jose Alvarez | 1 | 2014-2014 | |
| 29 | Jake Arrieta | 1 | 2013-2020 | |
| 29 | Chris Bassitt# | 1 | 2015-2023 | |
| 29 | Trevor Bauer | 1 | 2014-2023 | |
| 29 | Jesse Biddle | 1 | 2015-2024 | |
| 29 | Osvaldo Bido# | 1 | 2022-2025 | |
| 29 | Ronel Blanco# | 1 | 2019-2025 | |
| 29 | Jake Buchanan | 1 | 2021-2022 | |
| 29 | Jared Burton | 1 | 2015-2016 | |
| 29 | Edward Cabrera# | 1 | 2024-2025 | |
| 29 | Trevor Cahill | 1 | 2016-2018 | |
| 29 | Jared Carkuff | 1 | 2020-2022 | |
| 29 | Tyler Chatwood | 1 | 2021-2022 | |
| 29 | Jarred Cosart | 1 | 2013-2018 | |
| 29 | Rubby de la Rosa# | 1 | 2014-2015 | |
| 29 | Rafael De Paula | 1 | 2017-2021 | |
| 29 | Randall Delgado | 1 | 2013-2017 | |
| 29 | Ross Detwiler | 1 | 2014-2024 | |
| 29 | Scott Diamond | 1 | 2013-2021 | |
| 29 | Justin Dunn# | 1 | 2019-2022 | |
| 29 | Dana Eveland | 1 | 2013-2017 | |
| 29 | Caleb Ferguson# | 1 | 2019-2022 | |
| 29 | Jack Flaherty# | 1 | 2018-2022 | |
| 29 | Chi Chi Gonzalez# | 1 | 2023-2024 | |
| 29 | Emerson Hancock# | 1 | 2023-2024 | |
| 29 | Steve Hathaway | 1 | 2017-2021 | |
| 29 | Mike Hauschild | 1 | 2018-2019 | |
| 29 | Zach Hedges | 1 | 2019-2023 | |
| 29 | Josh Hendrickson# | 1 | 2022-2023 | |
| 29 | Tommy Henry# | 1 | 2022-2024 | |
| 29 | Tim Herrin# | 1 | 2024-2024 | |
| 29 | Jordan Hicks# | 1 | 2019-2019 | |
| 29 | Rich Hill# | 1 | 2024-2024 | |
| 29 | Sean Hjelle# | 1 | 2024-2025 | |
| 29 | Jakob Junis# | 1 | 2024-2024 | |
| 29 | Nathan Karns | 1 | 2019-2021 | |
| 29 | Pete Kelich | 1 | 2016-2016 | |
| 29 | Casey Kelly# | 1 | 2013-2016 | |
| 29 | Brett Kennedy# | 1 | 2019-2023 | |
| 29 | Kwang-hyun Kim# | 1 | 2023-2025 | |
| 29 | Nicholas Kingham | 1 | 2014-2015 | |
| 29 | Corey Kluber | 1 | 2013-2014 | |
| 29 | Mark Lamm | 1 | 2014-2016 | |
| 29 | Christopher Lee | 1 | 2014-2021 | |
| 29 | Brett Lilek | 1 | 2020-2022 | |
| 29 | Joey Lucchesi# | 1 | 2019-2025 | |
| 29 | Jordan Lyles# | 1 | 2014-2018 | |
| 29 | Rafael Martin | 1 | 2017-2018 | |
| 29 | Kyle McGowin# | 1 | 2019-2025 | |
| 29 | Adalberto Mejia | 1 | 2018-2021 | |
| 29 | Jordan Milbrath | 1 | 2018-2018 | |
| 29 | Justin Miller | 1 | 2014-2021 | |
| 29 | Shelby Miller# | 1 | 2019-2025 | |
| 29 | Brad Mills | 1 | 2013-2017 | |
| 29 | Hoby Milner# | 1 | 2016-2020 | |
| 29 | Tobias Myers# | 1 | 2024-2025 | |
| 29 | Sean Newcomb# | 1 | 2018-2023 | |
| 29 | Juan Nicasio | 1 | 2013-2023 | |
| 29 | Jacob Nix# | 1 | 2019-2023 | |
| 29 | Wes Parsons | 1 | 2020-2021 | |
| 29 | Luis Patino# | 1 | 2021-2021 | |
| 29 | Yohan Pino | 1 | 2015-2016 | |
| 29 | Quinn Priester# | 1 | 2024-2025 | |
| 29 | Brooks Raley# | 1 | 2014-2024 | |
| 29 | Sem Robberse# | 1 | 2023-2025 | |
| 29 | Cole Sands# | 1 | 2023-2024 | |
| 29 | Edgar Santana | 1 | 2018-2020 | |
| 29 | John Schreiber# | 1 | 2019-2022 | |
| 29 | Luis Severino# | 1 | 2016-2016 | |
| 29 | Braden Shipley | 1 | 2017-2024 | |
| 29 | Jared Shuster# | 1 | 2023-2024 |
