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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | 2B | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Rhett Wiseman# | 8 | 2018-2025 | |
| 2 | Thomas Milone# | 7 | 2017-2024 | |
| 2 | Demi Orimoloye# | 7 | 2019-2021 | |
| 4 | Anthony Garcia# | 6 | 2014-2022 | |
| 4 | Khalil Lee# | 6 | 2020-2021 | |
| 4 | Ben Ross# | 6 | 2024-2025 | |
| 4 | Ty Ross | 6 | 2014-2018 | |
| 8 | LeDarious Clark# | 5 | 2018-2024 | |
| 8 | Kyler Fedko# | 5 | 2023-2025 | |
| 8 | Carson Kelly# | 5 | 2013-2016 | |
| 11 | Willie Abreu | 4 | 2019-2021 | |
| 11 | David Adams | 4 | 2016-2016 | |
| 11 | Tyler Baker | 4 | 2016-2018 | |
| 11 | Keon Barnum | 4 | 2018-2021 | |
| 11 | Gregory Bird | 4 | 2014-2015 | |
| 11 | Jeimer Candelario# | 4 | 2014-2015 | |
| 11 | Samir Duenez | 4 | 2017-2022 | |
| 11 | Dermis Garcia# | 4 | 2021-2025 | |
| 11 | Michael Guldberg# | 4 | 2022-2025 | |
| 11 | Dillon Paulson# | 4 | 2021-2023 | |
| 11 | Ramon A. Rodriguez# | 4 | 2021-2024 | |
| 11 | Dickie Thon | 4 | 2014-2017 | |
| 23 | Preston Beck | 3 | 2016-2019 | |
| 23 | Victor Bericoto# | 3 | 2024-2025 | |
| 23 | Kenedy Corona# | 3 | 2024-2025 | |
| 23 | Riley Delgado | 3 | 2021-2024 | |
| 23 | Jaylen Ferguson# | 3 | 2020-2023 | |
| 23 | Oscar Gonzalez# | 3 | 2021-2021 | |
| 23 | Austin Hedges# | 3 | 2013-2021 | |
| 23 | John Hicks# | 3 | 2020-2023 | |
| 23 | Anthony Jimenez | 3 | 2019-2021 | |
| 23 | Nolan Jones# | 3 | 2018-2019 | |
| 23 | Ramon Laureano# | 3 | 2017-2017 | |
| 23 | Daniel Lockhart | 3 | 2021-2022 | |
| 23 | Otto Lopez# | 3 | 2020-2022 | |
| 23 | Blake Miller | 3 | 2014-2016 | |
| 23 | Juan S. Perez | 3 | 2014-2017 | |
| 23 | Bladimir Restituyo# | 3 | 2022-2025 | |
| 23 | Sebastian Rivero# | 3 | 2019-2025 | |
| 23 | Corey Seager# | 3 | 2013-2015 | |
| 23 | Carlos Sepulveda# | 3 | 2019-2025 | |
| 23 | Leody Taveras# | 3 | 2021-2023 | |
| 23 | Michael Tinsley | 3 | 2018-2019 | |
| 23 | Logan Vick | 3 | 2013-2016 | |
| 23 | Austin Wates | 3 | 2014-2015 | |
| 23 | Carl Wise | 3 | 2016-2019 | |
| 23 | Kean Wong# | 3 | 2017-2018 | |
| 48 | John Andreoli# | 2 | 2013-2015 | |
| 48 | JJ Bleday# | 2 | 2020-2020 | |
| 48 | Trenton Brooks# | 2 | 2018-2019 | |
| 48 | Sean Buckley | 2 | 2013-2016 | |
| 48 | Andrew Calica | 2 | 2017-2018 | |
| 48 | Sean Coyle | 2 | 2015-2019 | |
| 48 | Adrian Del Castillo# | 2 | 2022-2024 | |
| 48 | Brendan Donovan# | 2 | 2021-2021 | |
| 48 | Estevan Florial# | 2 | 2018-2019 | |
| 48 | Ti'quan Forbes# | 2 | 2018-2019 | |
| 48 | Emerson Jimenez | 2 | 2015-2017 | |
| 48 | Cal Jones | 2 | 2018-2021 | |
| 48 | Taylor Jones# | 2 | 2019-2019 | |
| 48 | Jason Leblebijian | 2 | 2013-2013 | |
| 48 | Luke Maile# | 2 | 2013-2016 | |
| 48 | Kyle Martin# | 2 | 2022-2025 | |
| 48 | Reydel Medina | 2 | 2018-2019 | |
| 48 | Cody Morissette# | 2 | 2022-2025 | |
| 48 | Gift Ngoepe | 2 | 2015-2017 | |
| 48 | Colton Plaia | 2 | 2015-2017 | |
| 48 | Alex Real | 2 | 2017-2017 | |
| 48 | Eddy Rodriguez | 2 | 2015-2015 | |
| 48 | Keibert Ruiz# | 2 | 2019-2019 | |
| 48 | Jacob Sanford | 2 | 2022-2023 | |
| 48 | Aaron Schnurbusch | 2 | 2018-2019 | |
| 48 | Brian Sharp | 2 | 2020-2022 | |
| 48 | Dominic Smith# | 2 | 2016-2017 | |
| 48 | Lenyn Sosa# | 2 | 2020-2022 | |
| 48 | Wendell Soto | 2 | 2013-2016 | |
| 48 | Raimel Tapia# | 2 | 2016-2016 | |
| 48 | Cristian Toribio | 2 | 2017-2018 | |
| 48 | Mark Vientos# | 2 | 2019-2021 | |
| 48 | Meibrys Viloria# | 2 | 2024-2024 | |
| 48 | Andy Weber# | 2 | 2020-2023 | |
| 48 | Garrett Whitley# | 2 | 2016-2023 | |
| 48 | Jadamion Williams | 2 | 2013-2016 | |
| 48 | Gage Workman# | 2 | 2022-2024 | |
| 48 | Cole Young# | 2 | 2024-2024 | |
| 48 | Brad Zunica# | 2 | 2018-2024 | |
| 87 | Jose Acosta# | 1 | 2023-2025 | |
| 87 | CJ Alexander# | 1 | 2019-2021 | |
| 87 | Bryce Ball# | 1 | 2023-2024 | |
| 87 | Aaron Bracho# | 1 | 2022-2025 | |
| 87 | Dale Burdick | 1 | 2016-2016 | |
| 87 | Jorge Caballero# | 1 | 2024-2025 | |
| 87 | Conner Capel# | 1 | 2019-2020 | |
| 87 | Daniel Castro# | 1 | 2021-2024 | |
| 87 | Malik Collymore | 1 | 2015-2015 | |
| 87 | Gavin Cross# | 1 | 2022-2024 | |
| 87 | Logan Davidson# | 1 | 2021-2023 | |
| 87 | Maikis de la Cruz | 1 | 2019-2019 | |
| 87 | Kellin Deglan | 1 | 2013-2015 | |
| 87 | Joey Demichele | 1 | 2013-2017 |
