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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | 2B | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | William Miles# | 44 | 2020 | |
| 2 | Arturo Morales# | 23 | 2021 | |
| 3 | Luis Alomar# | 22 | 2020 | |
| 3 | Alfredo Mojica# | 22 | 2022 | |
| 5 | Jim Scott# | 21 | 2022 | |
| 5 | Sergio Ortíz# | 21 | 2020 | |
| 7 | Jorge Barrios# | 20 | 2022 | |
| 8 | Albert Delgado# | 18 | 2021 | |
| 8 | Luis Alomar# | 18 | 2021 | |
| 10 | Arturo Morales# | 17 | 2022 | |
| 10 | Paddy Hodnett# | 17 | 2022 | |
| 10 | Ramón García# | 17 | 2022 | |
| 13 | Henry Womack# | 16 | 2021 | |
| 14 | Juan García# | 15 | 2020 | |
| 15 | Patrizio Vanali# | 14 | 2020 | |
| 15 | Chuck Wolf# | 14 | 2021 | |
| 15 | Alex Niemann# | 14 | 2021 | |
| 18 | Lenny Roper# | 13 | 2022 | |
| 19 | Ángel Rosa# | 12 | 2021 | |
| 19 | Bennett Bates# | 12 | 2020 | |
| 21 | Sancho Rodríguez# | 11 | 2020 | |
| 21 | Javier Rivera# | 11 | 2022 | |
| 21 | Barkley B. Cooltimes# | 11 | 2022 | |
| 24 | Ángel Rosa# | 10 | 2022 | |
| 24 | Clarence Therrien# | 10 | 2022 | |
| 26 | Armando Reyes# | 9 | 2021 | |
| 26 | Nathaniel Gault# | 9 | 2022 | |
| 26 | Rodrigo Pagán# | 9 | 2020 | |
| 26 | Bryce Bancroft# | 9 | 2021 | |
| 30 | Sancho Rodríguez# | 8 | 2021 | |
| 31 | John Moss# | 7 | 2022 | |
| 32 | Ángel Rosa# | 4 | 2020 | |
| 33 | Carlos Ávila# | 3 | 2021 |
