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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 | 2018-2026 | |
| 2 | Thomas Milone# | 7 | 2017-2024 | |
| 2 | Demi Orimoloye# | 7 | 2019-2021 | |
| 2 | Ben Ross# | 7 | 2024-2025 | |
| 5 | Leonardo Bernal# | 6 | 2025-2026 | |
| 5 | Kyler Fedko# | 6 | 2023-2026 | |
| 5 | Anthony Garcia# | 6 | 2014-2026 | |
| 5 | Khalil Lee# | 6 | 2020-2021 | |
| 5 | Ty Ross | 6 | 2014-2018 | |
| 10 | LeDarious Clark# | 5 | 2018-2024 | |
| 10 | Kenedy Corona# | 5 | 2024-2026 | |
| 10 | Michael Guldberg# | 5 | 2022-2026 | |
| 10 | Carson Kelly# | 5 | 2013-2016 | |
| 10 | Jacoby Long# | 5 | 2026-2026 | |
| 15 | Willie Abreu | 4 | 2019-2021 | |
| 15 | David Adams | 4 | 2016-2016 | |
| 15 | Tyler Baker | 4 | 2016-2018 | |
| 15 | Keon Barnum | 4 | 2018-2021 | |
| 15 | Gregory Bird | 4 | 2014-2015 | |
| 15 | Jeimer Candelario# | 4 | 2014-2015 | |
| 15 | Samir Duenez | 4 | 2017-2022 | |
| 15 | Dermis Garcia# | 4 | 2021-2026 | |
| 15 | Asbel Gonzalez# | 4 | 2026-2026 | |
| 15 | Jack Mayfield# | 4 | 2019-2026 | |
| 15 | Yohandy Morales# | 4 | 2023-2026 | |
| 15 | Dillon Paulson | 4 | 2021-2023 | |
| 15 | Ramon A. Rodriguez# | 4 | 2021-2026 | |
| 15 | Dickie Thon | 4 | 2014-2017 | |
| 29 | Preston Beck | 3 | 2016-2019 | |
| 29 | Victor Bericoto# | 3 | 2024-2025 | |
| 29 | Riley Delgado | 3 | 2021-2024 | |
| 29 | Jaylen Ferguson# | 3 | 2020-2023 | |
| 29 | Oscar Gonzalez# | 3 | 2021-2021 | |
| 29 | Austin Hedges# | 3 | 2013-2021 | |
| 29 | John Hicks | 3 | 2020-2023 | |
| 29 | Anthony Jimenez | 3 | 2019-2021 | |
| 29 | Nolan Jones# | 3 | 2018-2019 | |
| 29 | Ramon Laureano# | 3 | 2017-2017 | |
| 29 | Daniel Lockhart | 3 | 2021-2022 | |
| 29 | Otto Lopez# | 3 | 2020-2022 | |
| 29 | Kyle Martin# | 3 | 2022-2025 | |
| 29 | Blake Miller | 3 | 2014-2016 | |
| 29 | Benny Montgomery# | 3 | 2023-2025 | |
| 29 | Wilderd Patino# | 3 | 2023-2025 | |
| 29 | Juan S. Perez | 3 | 2014-2017 | |
| 29 | Bladimir Restituyo# | 3 | 2022-2025 | |
| 29 | Sebastian Rivero# | 3 | 2019-2026 | |
| 29 | Corey Seager# | 3 | 2013-2015 | |
| 29 | Carlos Sepulveda# | 3 | 2019-2025 | |
| 29 | Leody Taveras# | 3 | 2021-2023 | |
| 29 | Michael Tinsley | 3 | 2018-2019 | |
| 29 | Echedry Vargas# | 3 | 2023-2026 | |
| 29 | Logan Vick | 3 | 2013-2016 | |
| 29 | Austin Wates | 3 | 2014-2015 | |
| 29 | Andy Weber# | 3 | 2020-2026 | |
| 29 | Carl Wise | 3 | 2016-2019 | |
| 29 | Kean Wong# | 3 | 2017-2018 | |
| 58 | John Andreoli# | 2 | 2013-2015 | |
| 58 | JJ Bleday# | 2 | 2020-2020 | |
| 58 | Trenton Brooks# | 2 | 2018-2019 | |
| 58 | Sean Buckley | 2 | 2013-2016 | |
| 58 | Andrew Calica | 2 | 2017-2018 | |
| 58 | Sean Coyle | 2 | 2015-2019 | |
| 58 | Elis Cuevas# | 2 | 2024-2026 | |
| 58 | Adrian Del Castillo# | 2 | 2022-2024 | |
| 58 | Brendan Donovan# | 2 | 2021-2021 | |
| 58 | Estevan Florial# | 2 | 2018-2019 | |
| 58 | Ti'quan Forbes# | 2 | 2018-2019 | |
| 58 | Shawn Goosenberg# | 2 | 2023-2026 | |
| 58 | Emerson Jimenez | 2 | 2015-2017 | |
| 58 | Cal Jones | 2 | 2018-2021 | |
| 58 | Taylor Jones# | 2 | 2019-2019 | |
| 58 | Jason Leblebijian | 2 | 2013-2013 | |
| 58 | Willie MacIver# | 2 | 2026-2026 | |
| 58 | Luke Maile# | 2 | 2013-2016 | |
| 58 | Reydel Medina | 2 | 2018-2019 | |
| 58 | Gabe Moncada# | 2 | 2024-2026 | |
| 58 | Cody Morissette# | 2 | 2022-2026 | |
| 58 | Kevin Newman# | 2 | 2025-2025 | |
| 58 | Gift Ngoepe | 2 | 2015-2017 | |
| 58 | Colton Plaia | 2 | 2015-2017 | |
| 58 | Alex Real | 2 | 2017-2017 | |
| 58 | Justin Riemer# | 2 | 2025-2026 | |
| 58 | Luke Ritter# | 2 | 2026-2026 | |
| 58 | Eddy Rodriguez | 2 | 2015-2015 | |
| 58 | Keibert Ruiz# | 2 | 2019-2019 | |
| 58 | Jacob Sanford | 2 | 2022-2023 | |
| 58 | Aaron Schnurbusch | 2 | 2018-2019 | |
| 58 | Brian Sharp | 2 | 2020-2022 | |
| 58 | Dominic Smith# | 2 | 2016-2017 | |
| 58 | Lenyn Sosa# | 2 | 2020-2022 | |
| 58 | Wendell Soto | 2 | 2013-2016 | |
| 58 | Raimel Tapia# | 2 | 2016-2016 | |
| 58 | Cristian Toribio | 2 | 2017-2018 | |
| 58 | River Town# | 2 | 2022-2025 | |
| 58 | Mark Vientos# | 2 | 2019-2021 | |
| 58 | Meibrys Viloria# | 2 | 2024-2024 | |
| 58 | Garrett Whitley# | 2 | 2016-2026 | |
| 58 | Jadamion Williams | 2 | 2013-2016 | |
| 58 | Gage Workman# | 2 | 2022-2024 |
