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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Jeff Arocha | .1899 | 2030 | |
| 2 | Manny Castro | .2094 | 2028 | |
| 3 | Archibald Bridgestone | .2114 | 2023 | |
| 4 | Nate Jackson | .2121 | 2032 | |
| 5 | Jordan Turpin | .2188 | 2027 | |
| 6 | Pedro Rodríguez | .2206 | 2022 | |
| 7 | Ira Hipps | .2246 | 2027 | |
| 8 | Julian Glenn# | .2304 | 2052 | |
| 9 | Will O'Halloran# | .2310 | 2053 | |
| 10 | Paco Manuel | .2323 | 2025 | |
| 11 | Gregory Bahena | .2335 | 2027 | |
| 12 | Brian Fixel | .2337 | 2025 | |
| 13 | Pleun Davidse | .2349 | 2027 | |
| 14 | Michael Machen* | .2354 | 2028 | |
| 15 | Daisuke Maeda# | .2357 | 2046 | |
| 16 | León Berroa# | .2359 | 2056 | |
| 17 | José Rico | .2361 | 2023 | |
| 18 | Shu-yen Thien | .2385 | 2050 | |
| 19 | Luis Rosário# | .2386 | 2045 | |
| 20 | Andrew MacEwen# | .2397 | 2052 | |
| 21 | Orlando Uribe | .2415 | 2026 | |
| 22 | Rob Anderson# | .2418 | 2047 | |
| 23 | Barney Starr | .2434 | 2027 | |
| 24 | John Hottinger | .2449 | 2028 | |
| 25 | César Rosado | .2459 | 2023 | |
| 26 | Pleun Davidse | .2473 | 2028 | |
| 27 | Will Moore | .2480 | 2024 | |
| 28 | Matt Digby | .2521 | 2028 | |
| 29 | Edmund Blackadder | .2527 | 2030 | |
| 30 | Carlos Costello | .2534 | 2024 | |
| 31 | Phil Hanson | .2535 | 2023 | |
| 32 | Delmar Llerena | .2536 | 2025 | |
| 33 | Job Poppe | .2543 | 2022 | |
| 34 | Sam Mooney | .2559 | 2024 | |
| 35 | Raúl Medina | .2560 | 2030 | |
| 36 | Osvaldo Garibe | .2562 | 2027 | |
| 37 | Yaichiro Shini# | .2563 | 2045 | |
| 38 | Conner Hopkins# | .2567 | 2052 | |
| 39 | Bill Tennant | .2573 | 2035 | |
| 40 | Trevor Covenay# | .2575 | 2051 | |
| 40 | Alfonso Rodríguez# | .2575 | 2048 | |
| 42 | Ryan Riley | .2587 | 2043 | |
| 43 | Reynaldo Sánchez | .2594 | 2023 | |
| 44 | Blaine Stottlar | .2598 | 2027 | |
| 45 | Luis Bongers | .2599 | 2043 | |
| 46 | Jorge Mejía | .2603 | 2027 | |
| 46 | Trevor Covenay# | .2603 | 2052 | |
| 48 | Roberto Covas | .2611 | 2024 | |
| 49 | David Buchanan | .2630 | 2028 | |
| 50 | Dale Hamilton | .2639 | 2027 | |
| 51 | Vadim Rajnev | .2645 | 2037 | |
| 51 | Jesús Rivera | .2645 | 2050 | |
| 53 | Nicolas Roche | .2648 | 2030 | |
| 54 | Tom Evans# | .2650 | 2053 | |
| 55 | Luis Castrejón | .2656 | 2023 | |
| 56 | Jesús Garces | .2662 | 2027 | |
| 57 | José Zavala | .2679 | 2022 | |
| 58 | Leo Spaceman# | .2680 | 2056 | |
| 59 | Gilberto Espinoza# | .2682 | 2056 | |
| 60 | Liam Thomson | .2688 | 2030 | |
| 60 | Ricardo García | .2688 | 2029 | |
| 62 | Brian Fixel | .2689 | 2023 | |
| 63 | Poto Scacceri | .2692 | 2027 | |
| 64 | Quentin Bowers | .2698 | 2024 | |
| 65 | José Correa# | .2700 | 2052 | |
| 66 | Dominic Parker | .2702 | 2021 | |
| 67 | Roberto Cantú | .2703 | 2021 | |
| 67 | Raneem Zogby | .2703 | 2028 | |
| 69 | Jeffrey Eckert | .2712 | 2045 | |
| 70 | Pedro Reynoso | .2714 | 2028 | |
| 71 | John Riggleman | .2715 | 2023 | |
| 71 | Augusto Ramos | .2715 | 2023 | |
| 73 | Carlos Ibarra | .2716 | 2025 | |
| 73 | Carlos Barajas | .2716 | 2024 | |
| 75 | Esteban González | .2717 | 2023 | |
| 76 | Lincoln Spooner | .2718 | 2028 | |
| 77 | Keith Whalen# | .2719 | 2052 | |
| 78 | Josh Sargent# | .2720 | 2052 | |
| 78 | Kenny Beck | .2720 | 2034 | |
| 80 | Billy Grange | .2722 | 2026 | |
| 81 | Tobías Pérez | .2724 | 2021 | |
| 81 | Jason Troughton | .2724 | 2022 | |
| 83 | Jerry Cherry | .2725 | 2038 | |
| 83 | Jesús Guerra | .2725 | 2025 | |
| 85 | Javier Matajudíos | .2727 | 2025 | |
| 86 | Júlio Rodríguez | .2739 | 2032 | |
| 87 | Claude Simon# | .2740 | 2050 | |
| 88 | Roberto Cantú | .2747 | 2020 | |
| 89 | John McGrath# | .2749 | 2051 | |
| 90 | Héctor Aguilar | .2750 | 2028 | |
| 91 | Mark Weston# | .2756 | 2052 | |
| 92 | Jorge Veráquez | .2757 | 2038 | |
| 93 | Albert Wallace# | .2759 | 2053 | |
| 94 | Faisal bin Nabeel | .2760 | 2028 | |
| 95 | Riley Breckenridge | .2761 | 2023 | |
| 96 | Reynaldo Sánchez | .2762 | 2022 | |
| 97 | Dave O'Neil | .2763 | 2038 | |
| 98 | Won-u Yi | .2764 | 2027 | |
| 99 | Ralph Haggerty | .2765 | 2026 | |
| 100 | Finn Wuilink | .2772 | 2020 |
