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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | 2B | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Brendt Citta# | 7 | 2020-2025 | |
| 2 | David Chester | 6 | 2013-2016 | |
| 2 | Jud Fabian# | 6 | 2023-2025 | |
| 2 | Kameron Misner# | 6 | 2020-2021 | |
| 5 | Kelvin Beltre# | 5 | 2018-2023 | |
| 5 | Chris Diaz | 5 | 2013-2019 | |
| 5 | Dalton Guthrie# | 5 | 2018-2021 | |
| 5 | Jason Krizan# | 5 | 2014-2018 | |
| 5 | Angel Martinez# | 5 | 2023-2024 | |
| 5 | Nick Maton# | 5 | 2020-2021 | |
| 5 | Bobby Melley | 5 | 2019-2019 | |
| 5 | Michael O'Neill | 5 | 2018-2018 | |
| 5 | James Ramsay | 5 | 2016-2017 | |
| 5 | Nate Schierholtz | 5 | 2017-2017 | |
| 5 | Zach Walters | 5 | 2013-2013 | |
| 5 | Luke Williams# | 5 | 2020-2021 | |
| 17 | Jordyn Adams# | 4 | 2020-2023 | |
| 17 | Carter Aldrete# | 4 | 2022-2025 | |
| 17 | Julio Carreras# | 4 | 2023-2024 | |
| 17 | Henry Castillo | 4 | 2016-2019 | |
| 17 | Isiah Kiner-Falefa# | 4 | 2017-2017 | |
| 17 | Riley Mahan# | 4 | 2018-2024 | |
| 17 | Trey Michalczewski | 4 | 2017-2023 | |
| 17 | Max Muncy# | 4 | 2023-2024 | |
| 17 | Rougned Odor | 4 | 2014-2014 | |
| 17 | Preston Palmeiro | 4 | 2020-2023 | |
| 17 | Eric Wood | 4 | 2013-2016 | |
| 28 | Dante Bichette Jr. | 3 | 2019-2020 | |
| 28 | Travis Blankenhorn# | 3 | 2016-2016 | |
| 28 | Cooper Bowman# | 3 | 2022-2024 | |
| 28 | Ryan Casteel# | 3 | 2023-2024 | |
| 28 | Michael Chavis# | 3 | 2016-2016 | |
| 28 | Nathan Church# | 3 | 2024-2025 | |
| 28 | Nick Collins | 3 | 2019-2019 | |
| 28 | Landon Cray | 3 | 2016-2016 | |
| 28 | Michael Crouse | 3 | 2014-2014 | |
| 28 | Joey Curletta | 3 | 2018-2018 | |
| 28 | Jaylin Davis# | 3 | 2016-2019 | |
| 28 | Jeff Glenn | 3 | 2014-2019 | |
| 28 | Tyrus Greene# | 3 | 2020-2025 | |
| 28 | Petey Halpin# | 3 | 2023-2023 | |
| 28 | Austin Meadows# | 3 | 2016-2016 | |
| 28 | Mitch Nay | 3 | 2017-2021 | |
| 28 | Rainer Nunez# | 3 | 2024-2025 | |
| 28 | Luke Persico | 3 | 2020-2021 | |
| 28 | Jace Peterson# | 3 | 2013-2014 | |
| 28 | Gabriel Rincones Jr.# | 3 | 2024-2024 | |
| 28 | Chris Rotondo# | 3 | 2025-2025 | |
| 28 | Michael Russell | 3 | 2015-2016 | |
| 28 | Eric Sim | 3 | 2013-2015 | |
| 28 | D'Andre Smith# | 3 | 2024-2025 | |
| 28 | Adrian Sugastey# | 3 | 2023-2023 | |
| 28 | Jesus Valdez | 3 | 2014-2016 | |
| 28 | Luis Verdugo# | 3 | 2022-2025 | |
| 28 | Jordan Weems# | 3 | 2013-2025 | |
| 28 | Michael Woodworth# | 3 | 2020-2023 | |
| 57 | Humberto Arteaga | 2 | 2013-2020 | |
| 57 | Jeffrey Baez | 2 | 2021-2021 | |
| 57 | Rod Boykin | 2 | 2015-2019 | |
| 57 | Kerby Camacho | 2 | 2020-2021 | |
| 57 | D.J. Crumlich | 2 | 2013-2016 | |
| 57 | Jonah Davis | 2 | 2020-2020 | |
| 57 | Yonathan Daza# | 2 | 2016-2016 | |
| 57 | Jordan Diaz# | 2 | 2022-2023 | |
| 57 | Edwin Drexler | 2 | 2017-2017 | |
| 57 | Tristin English# | 2 | 2021-2022 | |
| 57 | Roemon Fields | 2 | 2017-2019 | |
| 57 | Jose Gomez# | 2 | 2019-2025 | |
| 57 | Seth Harrison | 2 | 2015-2018 | |
| 57 | Jameson Henning | 2 | 2016-2017 | |
| 57 | Deven Marrero | 2 | 2019-2019 | |
| 57 | Jonathan Meyer | 2 | 2013-2016 | |
| 57 | Sean Miller | 2 | 2018-2021 | |
| 57 | Parker Morin | 2 | 2015-2019 | |
| 57 | Byron Murray | 2 | 2018-2019 | |
| 57 | Josh Ockimey | 2 | 2019-2019 | |
| 57 | Henry Rodriguez | 2 | 2013-2015 | |
| 57 | Herlis Rodriguez | 2 | 2021-2021 | |
| 57 | Andrew Romine | 2 | 2014-2014 | |
| 57 | Alberto Rosario | 2 | 2020-2020 | |
| 57 | Cristian Santana# | 2 | 2021-2023 | |
| 57 | Austin Shenton# | 2 | 2022-2023 | |
| 57 | Jordan Sprinkle# | 2 | 2023-2023 | |
| 57 | Jacob Stallings# | 2 | 2014-2016 | |
| 57 | Brett Sullivan# | 2 | 2018-2022 | |
| 57 | Ricky Surum | 2 | 2019-2021 | |
| 57 | Jack Suwinski# | 2 | 2022-2022 | |
| 57 | William Swanner | 2 | 2013-2013 | |
| 57 | Donavan Tate | 2 | 2013-2016 | |
| 57 | Leonel Valera# | 2 | 2023-2025 | |
| 57 | A.J. Vukovich# | 2 | 2024-2025 | |
| 57 | Eric Wagaman# | 2 | 2018-2022 | |
| 57 | Mitchell Walding | 2 | 2013-2022 | |
| 57 | Bobby Wilson | 2 | 2017-2020 | |
| 57 | Connor Wong# | 2 | 2019-2021 | |
| 96 | Ryan Aguilar | 1 | 2019-2023 | |
| 96 | Gioskar Amaya | 1 | 2014-2017 | |
| 96 | James Beard# | 1 | 2022-2024 | |
| 96 | Colton Bender# | 1 | 2024-2024 | |
| 96 | Will Benson# | 1 | 2019-2020 |
