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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cliff Bowen# | 6 | 2029-2035 | |
| 1 | Arnold Miller# | 6 | 2029-2035 | |
| 3 | Lawrence Gould | 5 | 2019-2027 | |
| 4 | Dale Joseph | 4 | 2026-2032 | |
| 5 | Juan Barinaga | 3 | 2013-2021 | |
| 5 | José García | 3 | 2023-2031 | |
| 5 | Mauro Lemos | 3 | 2019-2024 | |
| 5 | José López | 3 | 2019-2028 | |
| 5 | Alex Lorenzo | 3 | 2016-2025 | |
| 5 | Takeru Nomura | 3 | 2026-2031 | |
| 5 | Dave Quiñones | 3 | 2016-2020 | |
| 5 | Jason Reeve | 3 | 2013-2017 | |
| 5 | Jesús Robles | 3 | 2024-2032 | |
| 5 | Júlio Vieta# | 3 | 2028-2035 | |
| 5 | Matt Young | 3 | 2027-2031 | |
| 16 | Ed Amell# | 2 | 2029-2035 | |
| 16 | James Carpenter | 2 | 2013-2018 | |
| 16 | Hidekazu Iwasaki | 2 | 2019-2027 | |
| 16 | Carlos Martinez | 2 | 2016-2027 | |
| 16 | Wes Myers | 2 | 2020-2027 | |
| 16 | Mike Roberts | 2 | 2024-2032 | |
| 16 | Alden Robinson | 2 | 2019-2025 | |
| 16 | Pablo Sánchez | 2 | 2027-2033 | |
| 16 | Jim Smith | 2 | 2017-2024 | |
| 25 | Malcolm Birdsell | 1 | 2014-2024 | |
| 25 | Barry Brooks | 1 | 2014-2018 | |
| 25 | Jesse Carroll | 1 | 2013-2018 | |
| 25 | Miguel Angel Castellanos# | 1 | 2031-2034 | |
| 25 | Isaias Egozcue | 1 | 2016-2023 | |
| 25 | Lawrence Fenster | 1 | 2014-2023 | |
| 25 | Flint Francis# | 1 | 2026-2033 | |
| 25 | Alfredo Gutiérrez | 1 | 2019-2025 | |
| 25 | Jeremy McCullough | 1 | 2022-2030 | |
| 25 | Alfredo Olivo | 1 | 2018-2021 | |
| 25 | Mike Thomas | 1 | 2022-2030 | |
| 36 | Manuel Betancourt | 0 | 2018-2022 | |
| 36 | José Castillo# | 0 | 2026-2035 | |
| 36 | William McDowell | 0 | 2014-2023 | |
| 36 | Basil Napoles | 0 | 2015-2020 | |
| 36 | Randy Pope# | 0 | 2027-2035 | |
| 36 | Dwight Potts# | 0 | 2030-2034 | |
| 36 | Anson Shearing | 0 | 2018-2024 |
