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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Shaun Sharp | 26 | 2021-2026 | |
| 2 | Alex Perez# | 17 | 2054-2058 | |
| 3 | Tokuma Eida | 15 | 2021-2024 | |
| 3 | Lorenzo Rosado# | 15 | 2055-2058 | |
| 5 | Ray Bailey | 10 | 2033-2037 | |
| 5 | Andy Pope | 10 | 2046-2048 | |
| 5 | Wil Ramos | 10 | 2038-2039 | |
| 5 | Joe White | 10 | 2039-2040 | |
| 9 | Oscar Dones | 9 | 2047-2049 | |
| 9 | Byron Gill | 9 | 2038-2040 | |
| 9 | Joe Kennedy | 9 | 2016-2017 | |
| 9 | Roy McDaniel | 9 | 2018-2020 | |
| 13 | Tetsu Araki | 8 | 2017-2025 | |
| 13 | Austin Dodds | 8 | 2038-2040 | |
| 13 | Jonathan Fox# | 8 | 2056-2058 | |
| 13 | Jon Kimpel# | 8 | 2056-2058 | |
| 17 | Andreas Kubel | 7 | 2028-2029 | |
| 18 | Ron Acker | 6 | 2016-2026 | |
| 19 | Miguel Ruiz# | 5 | 2055-2057 | |
| 20 | Gene Davidson# | 4 | 2054-2058 | |
| 20 | Joe Orzechowski# | 4 | 2054-2060 | |
| 22 | Miguel Romero# | 3 | 2057-2059 | |
| 23 | Adam Harris# | 2 | 2056-2058 | |
| 23 | Wes Salzberg# | 2 | 2054-2059 | |
| 25 | Meksa Tahir | 1 | 2055-2057 |
