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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Michael Taylor | .3227 | 2037-2046 | |
| 2 | Olivier Martel | .3324 | 2031-2042 | |
| 3 | Raúl Morán | .3388 | 2039-2050 | |
| 4 | Clive Smedley | .3443 | 2026-2039 | |
| 5 | Barrett Dobson | .3489 | 2034-2041 | |
| 6 | Howard Parker# | .3501 | 2044-2051 | |
| 7 | Leonard Ralston | .3507 | 2032-2047 | |
| 8 | Jud Bradford# | .3523 | 2039-2051 | |
| 9 | Jorge Mendoza | .3538 | 2038-2044 | |
| 10 | David Franklin | .3541 | 2033-2041 | |
| 11 | Robert Collard | .3587 | 2030-2046 | |
| 12 | Dave Michael | .3593 | 2030-2041 | |
| 13 | Brady Walker | .3599 | 2038-2045 | |
| 14 | Willis Hines | .3621 | 2029-2037 | |
| 15 | William Brown | .3622 | 2033-2038 | |
| 16 | Juan Bonilla | .3633 | 2031-2042 | |
| 17 | Mark Clark | .3644 | 2030-2048 | |
| 18 | Shih-k'ai Su-Tu | .3655 | 2036-2047 | |
| 19 | Clark Crawford | .3663 | 2030-2038 | |
| 19 | Steve Lewis | .3663 | 2025-2032 | |
| 21 | Raymundo Vogado | .3669 | 2038-2049 | |
| 22 | Bryan Bradshaw | .3692 | 2031-2043 | |
| 23 | Ed Harris | .3698 | 2018-2022 | |
| 24 | Dan Gibson# | .3710 | 2043-2051 | |
| 25 | Wynn Thompson | .3713 | 2020-2036 | |
| 26 | Craig Robinson | .3716 | 2043-2047 | |
| 27 | Grant Clark | .3764 | 2029-2043 | |
| 28 | Jeff Childress | .3770 | 2039-2049 | |
| 29 | Elvis Warren | .3783 | 2030-2041 | |
| 30 | Santiago Alonso | .3787 | 2010-2015 | |
| 31 | Takashi Yokoyama# | .3793 | 2046-2051 | |
| 32 | Jorge Gómez | .3805 | 2034-2043 | |
| 33 | Clint Smith | .3827 | 2028-2037 | |
| 33 | Octávio Morales# | .3827 | 2045-2051 | |
| 35 | Mario Contreras# | .3841 | 2038-2051 | |
| 36 | Thatcher Norman | .3843 | 2030-2039 | |
| 37 | Harry McCain | .3862 | 2040-2048 | |
| 38 | Eric Lewis | .3863 | 2040-2050 | |
| 39 | Chris Cochrane# | .3865 | 2042-2051 | |
| 40 | Ángel Cisneros | .3870 | 2025-2035 | |
| 41 | José Pacheco | .3871 | 2029-2040 | |
| 42 | Luis Pérez | .3876 | 2021-2033 | |
| 43 | Isoruko Hayagawa# | .3878 | 2044-2051 | |
| 44 | Franklin Price | .3886 | 2036-2043 | |
| 45 | Bob Shaffer | .3905 | 2029-2035 | |
| 46 | Gavin Sarkies | .3910 | 2033-2039 | |
| 47 | Dave Lynch | .3923 | 2035-2046 | |
| 48 | Paul Ross | .3927 | 2029-2040 | |
| 49 | Johnny Gaines | .3948 | 2039-2044 | |
| 50 | Manuel Sánchez | .3967 | 2035-2041 | |
| 51 | Bill Morales | .3968 | 2032-2037 | |
| 52 | Bobby Sanders | .3971 | 2028-2042 | |
| 53 | Joe McCabe | .3977 | 2033-2041 | |
| 54 | Carlos Montaño | .3987 | 2040-2049 | |
| 55 | John Wilson | .3999 | 2043-2047 | |
| 56 | Raúl Medine | .4030 | 2025-2037 | |
| 57 | Patrick Davis | .4032 | 2030-2041 | |
| 58 | Adam Berry | .4052 | 2015-2025 | |
| 59 | Rod Duncan | .4061 | 2043-2050 | |
| 60 | Olezka Elizarov | .4074 | 2034-2045 | |
| 61 | Wilbert Sutton | .4095 | 2034-2040 | |
| 62 | Kelly Cooper | .4097 | 2033-2041 | |
| 63 | Bill Blair | .4110 | 2025-2035 | |
| 64 | Arnaldo Magaldi | .4139 | 2011-2017 | |
| 65 | Héctor Rodríguez | .4140 | 2026-2034 | |
| 66 | Stan Long | .4141 | 2025-2030 | |
| 67 | Phil Jackson | .4167 | 2027-2040 | |
| 68 | Michael Cater | .4181 | 2042-2050 | |
| 69 | Tim Davis | .4185 | 2016-2023 | |
| 70 | Juan Martínez | .4243 | 2026-2033 | |
| 71 | P.J. Lane | .4313 | 2031-2039 | |
| 72 | Joe Hunt | .4344 | 2026-2034 | |
| 73 | Henry Valentine | .4346 | 2021-2031 | |
| 74 | Frank Whitener | .4393 | 2011-2017 | |
| 75 | Allen Amador | .4443 | 2029-2037 | |
| 76 | David White | .4493 | 2031-2037 |
