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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Júlio Becerra | 20 | 2025-2032 | |
| 2 | Chet Mathis | 19 | 2031-2035 | |
| 2 | Shohei Otani# | 19 | 2032-2035 | |
| 4 | Pat Sargent | 18 | 2029-2031 | |
| 5 | Alan Shaw# | 15 | 2030-2034 | |
| 6 | Ramón Hernández | 14 | 2025-2028 | |
| 7 | Júlio Valentín | 13 | 2019-2021 | |
| 8 | Pedro Colón | 12 | 2027-2029 | |
| 8 | Alejandro Santiago | 12 | 2028-2033 | |
| 10 | Alfredo Rivera | 11 | 2021-2024 | |
| 10 | Stephen Webb# | 11 | 2031-2036 | |
| 12 | Shelby Loudenslager | 10 | 2030-2032 | |
| 13 | Clark Calhoun | 9 | 2020-2022 | |
| 13 | Pat Lloyd# | 9 | 2030-2034 | |
| 13 | Felipe Trujillo | 9 | 2022-2025 | |
| 16 | Leo Szilard | 8 | 2028-2034 | |
| 17 | Rubén Hernández | 7 | 2025-2027 | |
| 17 | Natale Langushi | 7 | 2024-2029 | |
| 17 | José Rico | 7 | 2029-2030 | |
| 17 | Lúcio Sánchez | 7 | 2024-2025 | |
| 17 | Markus Thompson | 7 | 2026-2028 | |
| 17 | Brent van Schoonhoven | 7 | 2023-2024 | |
| 23 | Kip Burks | 5 | 2020-2024 | |
| 23 | Gilbert Graham | 5 | 2022-2024 | |
| 25 | Shelby Noonan | 4 | 2028-2029 | |
| 26 | Francisco Guerra | 3 | 2029-2030 |
