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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | David Moreno# | .1200 | 2051 | |
| 2 | Bill McConnell | .1509 | 2016 | |
| 3 | Miguel Chávez | .1695 | 2031 | |
| 4 | Dan MacGruder | .1698 | 2020 | |
| 5 | Mike Conroy | .1818 | 2022 | |
| 6 | Toby Valentín# | .1864 | 2050 | |
| 7 | Carl Bean | .1887 | 2044 | |
| 8 | Júlio Caraballo | .2039 | 2029 | |
| 9 | Jean-François Massicotte | .2131 | 2032 | |
| 10 | Bob Powell | .2179 | 2025 | |
| 11 | Ben George | .2241 | 2031 | |
| 12 | Floyd Rivera | .2321 | 2044 | |
| 13 | Lee Lynch | .2361 | 2016 | |
| 14 | Jack Sandford | .2414 | 2032 | |
| 15 | Rory Taverner | .2469 | 2021 | |
| 16 | Rory Taverner | .2500 | 2022 | |
| 17 | Ken Hayes | .2625 | 2029 | |
| 18 | Duane Pérez | .2653 | 2033 | |
| 19 | David Núñez | .2674 | 2025 | |
| 20 | Wynn Thompson | .2698 | 2032 | |
| 21 | Juan Mendoza# | .2759 | 2051 | |
| 22 | Brian Campbell | .2769 | 2039 | |
| 23 | Fernão Ega# | .2857 | 2051 | |
| 24 | Gene Sanders | .2881 | 2016 | |
| 25 | Bill Spracklin | .2951 | 2036 | |
| 26 | Hidehira Kikuchi# | .2963 | 2045 | |
| 27 | Wynn Thompson | .2987 | 2030 | |
| 28 | Henry Valentine | .3043 | 2019 | |
| 28 | David Núñez | .3043 | 2023 | |
| 30 | Edward Barnes# | .3103 | 2047 | |
| 30 | Todd Thorp | .3103 | 2033 | |
| 32 | Oriol Jaramillo | .3117 | 2012 | |
| 33 | Jack Robinson | .3140 | 2029 | |
| 34 | Miguel Angel Enríquez# | .3148 | 2041 | |
| 35 | Junior Ryan | .3171 | 2031 | |
| 36 | David Núñez | .3214 | 2024 | |
| 37 | Tommy Long | .3235 | 2024 | |
| 38 | Terry Ramsey | .3247 | 2015 | |
| 39 | Jared Bergeron# | .3276 | 2049 | |
| 40 | Nick Coomer | .3284 | 2032 | |
| 40 | José Rajas | .3284 | 2023 | |
| 42 | Juan Castro# | .3288 | 2044 | |
| 43 | Jeffrey Gómez | .3333 | 2039 | |
| 44 | Jack Sandford | .3385 | 2033 | |
| 45 | Jason Wilkerson | .3404 | 2016 | |
| 46 | Bret Beatty# | .3438 | 2047 | |
| 47 | Bill Tucker | .3474 | 2027 | |
| 48 | Donald Moore | .3538 | 2029 | |
| 49 | Eugene Woods | .3607 | 2032 | |
| 50 | Vernon Johnson | .3733 | 2038 | |
| 51 | Carl Bean | .3738 | 2043 | |
| 52 | Nick Myers# | .3765 | 2045 | |
| 53 | Peter Carter | .3800 | 2025 | |
| 54 | Wynn Thompson | .3889 | 2029 | |
| 55 | Jeffrey Wall | .3906 | 2024 | |
| 56 | Ernie Simmons# | .3966 | 2038 | |
| 57 | Matt Thomas# | .3968 | 2045 | |
| 58 | Rick Dooley | .4000 | 2027 | |
| 59 | Jeffrey Gómez | .4110 | 2027 | |
| 60 | Avery Hutchins | .4127 | 2035 | |
| 61 | Barrett Dobson | .4268 | 2033 | |
| 62 | Joe Welch | .4330 | 2019 | |
| 63 | Bill Wall | .4444 | 2030 | |
| 64 | Richard Davis | .4483 | 2024 | |
| 65 | Javier Escobar | .5000 | 2019 | |
| 66 | Kelly Hanes# | .5156 | 2046 | |
| 67 | Francisco Andrés# | .5424 | 2046 |
