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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ronald Acuna Jr.# | 15 | 2020-2022 | |
| 1 | Luis Robert# | 15 | 2022-2024 | |
| 3 | Francis Brimble# | 14 | 2026-2030 | |
| 4 | Michael Sharman# | 12 | 2025-2029 | |
| 5 | Jim Cramer# | 11 | 2021-2023 | |
| 5 | José Moya# | 11 | 2025-2028 | |
| 7 | Gerald Dye# | 10 | 2029-2031 | |
| 8 | Ken Johnson# | 9 | 2027-2028 | |
| 8 | Will Thompson# | 9 | 2026-2028 | |
| 10 | Aurelio Carrasco# | 8 | 2023-2027 | |
| 10 | Mike Hill# | 8 | 2023-2027 | |
| 10 | Manuel López# | 8 | 2028-2031 | |
| 10 | Ricardo Pereira# | 8 | 2028-2029 | |
| 10 | William Walker# | 8 | 2021-2022 | |
| 15 | Mookie Betts# | 6 | 2019-2021 | |
| 15 | Dwayne Crocombe# | 6 | 2023-2025 | |
| 15 | Dave Daniel# | 6 | 2026-2027 | |
| 15 | Javier De La Garza# | 6 | 2024-2026 | |
| 15 | Josh Parkinson# | 6 | 2019-2021 | |
| 15 | Bob Phillips# | 6 | 2022-2023 | |
| 15 | Álex Vargas# | 6 | 2021-2022 | |
| 15 | Aaron Wilson# | 6 | 2019-2020 | |
| 23 | Anastasio Hernández# | 5 | 2029-2031 | |
| 23 | Carlos Hernández# | 5 | 2020-2021 | |
| 23 | José Hernández# | 5 | 2028-2031 | |
| 23 | Javier Maldonado# | 5 | 2025-2028 | |
| 23 | Vicente Mendoza | 5 | 2018-2019 | |
| 23 | Seung-hwa Mun# | 5 | 2025-2028 | |
| 23 | Andrés Padilla# | 5 | 2027-2030 | |
| 30 | Santiago Ortíz# | 4 | 2023-2025 | |
| 30 | Armando Ramírez# | 4 | 2023-2024 | |
| 30 | Santiago Reyes# | 4 | 2024-2025 | |
| 30 | Adelmar Schenyzer# | 4 | 2023-2026 | |
| 34 | Edgardo Colón# | 3 | 2027-2030 | |
| 34 | Mariano Maldonado# | 3 | 2021-2022 | |
| 34 | Júlio Sánchez# | 3 | 2018-2020 | |
| 34 | Nelson Woolsey# | 3 | 2028-2030 | |
| 34 | Christian Yelich# | 3 | 2018-2019 | |
| 39 | Tim Gross# | 2 | 2024-2026 | |
| 39 | Pedro Gómez# | 2 | 2024-2026 | |
| 39 | John Hayes | 2 | 2011-2014 | |
| 39 | Manuel Lara# | 2 | 2028-2030 | |
| 39 | Gabriel Perpoli# | 2 | 2025-2027 | |
| 44 | Yugoro Yamahata# | 1 | 2026-2028 |
