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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Barrett Jenkins* | .2842 | 2019-2034 | |
| 2 | Chet Fisher | .3089 | 2020-2034 | |
| 3 | Luis Martinez* | .3134 | 2019-2031 | |
| 4 | Juan Carlos Bermudez | .3158 | 2024-2040 | |
| 5 | Steven Pfleuger* | .3191 | 2021-2041 | |
| 6 | Cedric Issacson* | .3206 | 2021-2041 | |
| 7 | Bob Detty* | .3220 | 2019-2038 | |
| 8 | Dominic Wilson | .3223 | 2025-2045 | |
| 9 | Dez Jordan* | .3225 | 2019-2042 | |
| 10 | Willie Roger DeMarco* | .3234 | 2019-2035 | |
| 11 | Alberto Tovar* | .3288 | 2019-2026 | |
| 12 | Robert Watson | .3295 | 2020-2030 | |
| 13 | Scott Williams | .3298 | 2024-2039 | |
| 14 | Chris Ross* | .3332 | 2022-2045 | |
| 15 | Rhett Forrester | .3344 | 2019-2023 | |
| 16 | Robert Freed | .3363 | 2043-2058 | |
| 17 | Blair Singleton | .3383 | 2019-2033 | |
| 18 | Manuel Cabrera* | .3391 | 2026-2046 | |
| 19 | Aaron Vukevich | .3402 | 2019-2029 | |
| 20 | Joe Tarnowsky* | .3406 | 2025-2040 | |
| 21 | Chad Bryan | .3409 | 2019-2035 | |
| 22 | Julian Escobar# | .3432 | 2053-2065 | |
| 23 | Patrick Anderson | .3443 | 2019-2038 | |
| 24 | Bobby Bruno* | .3447 | 2019-2030 | |
| 25 | Richard Dicks, Jr.* | .3459 | 2019-2036 | |
| 26 | Dalton Jarvis | .3471 | 2029-2039 | |
| 27 | Vinny Corleone* | .3487 | 2019-2032 | |
| 28 | Russell Kirk* | .3512 | 2030-2047 | |
| 29 | Raynald Charron | .3515 | 2020-2037 | |
| 30 | Anthony Puffer | .3520 | 2023-2027 | |
| 31 | Todd Newell* | .3528 | 2026-2047 | |
| 32 | Alan Alexander Anderson* | .3536 | 2020-2038 | |
| 33 | Eddie Batista# | .3543 | 2046-2065 | |
| 34 | Colby Campbell | .3572 | 2019-2028 | |
| 35 | Lawrence Jordan | .3573 | 2019-2037 | |
| 36 | Jake Jackson | .3582 | 2019-2033 | |
| 37 | Jimmy Dietz* | .3585 | 2031-2047 | |
| 38 | Casey Barker* | .3587 | 2025-2042 | |
| 39 | Mitchell Ramsey | .3597 | 2036-2051 | |
| 40 | Edgar Reynolds | .3611 | 2029-2042 | |
| 41 | Kenji Sato# | .3630 | 2046-2065 | |
| 42 | David Virgil* | .3631 | 2038-2057 | |
| 43 | Grant Vickers | .3643 | 2033-2046 | |
| 44 | Jimmy Kenney | .3645 | 2022-2038 | |
| 45 | Victor Kennedy | .3654 | 2041-2060 | |
| 46 | Pedro Rosario# | .3658 | 2054-2065 | |
| 47 | Justin Riley | .3664 | 2022-2034 | |
| 48 | Brian Gibson | .3673 | 2019-2029 | |
| 48 | Billy Lynch* | .3673 | 2034-2052 | |
| 48 | Patrick Wallace | .3673 | 2053-2062 | |
| 51 | Brian Woods | .3675 | 2020-2033 | |
| 52 | Antonio Santana | .3676 | 2019-2027 | |
| 53 | Calvin Burgess | .3687 | 2027-2038 | |
| 53 | Jose Guzman | .3687 | 2034-2040 | |
| 55 | Justin Montgomery* | .3689 | 2019-2029 | |
| 56 | Otto Orf* | .3691 | 2028-2046 | |
| 57 | Nick Mitchell | .3697 | 2024-2039 | |
| 58 | Felix Romero | .3698 | 2028-2045 | |
| 58 | Shane Hollingsworth | .3698 | 2019-2035 | |
| 60 | Rusty Hobbs | .3702 | 2019-2025 | |
| 61 | Robert Swift | .3711 | 2019-2028 | |
| 62 | Luis Ortega | .3712 | 2028-2040 | |
| 63 | Anthony Carey | .3714 | 2045-2057 | |
| 63 | Gustave Seguin | .3714 | 2022-2035 | |
| 65 | Cameron Matthews | .3718 | 2019-2029 | |
| 66 | Glenn Murphy* | .3720 | 2023-2030 | |
| 67 | Oki Okada* | .3722 | 2019-2032 | |
| 68 | Michael Knox* | .3729 | 2031-2048 | |
| 69 | Kevin Schmidt | .3731 | 2026-2040 | |
| 70 | John Coburn* | .3734 | 2024-2047 | |
| 71 | Jonathan Weaver | .3739 | 2029-2041 | |
| 72 | Michael Martin* | .3750 | 2030-2048 | |
| 73 | Miguel Hernandez | .3757 | 2033-2053 | |
| 74 | Fernando Martinez | .3758 | 2026-2041 | |
| 75 | Billy Russell | .3771 | 2023-2035 | |
| 76 | Manuel Ramirez | .3772 | 2020-2032 | |
| 77 | Richard Nagy* | .3773 | 2040-2058 | |
| 77 | Sean O'Neal | .3773 | 2022-2037 | |
| 79 | Warren Lane | .3775 | 2028-2036 | |
| 80 | Ken Hunter* | .3776 | 2044-2059 | |
| 81 | Rolland Lefebvre | .3780 | 2019-2026 | |
| 82 | Mark Sipp* | .3788 | 2046-2061 | |
| 83 | Ron Jackson | .3790 | 2019-2026 | |
| 84 | J.R. Burris | .3793 | 2021-2032 | |
| 85 | Eugene Davis | .3794 | 2048-2061 | |
| 86 | Christian Howard | .3796 | 2025-2038 | |
| 87 | Dominic McGowan | .3803 | 2025-2037 | |
| 88 | David Miranda | .3804 | 2038-2044 | |
| 88 | Leroy Burbach* | .3804 | 2042-2058 | |
| 90 | Keith Patterson* | .3808 | 2024-2045 | |
| 91 | Kelly Hoskinson | .3812 | 2031-2046 | |
| 92 | J.D. Belcher | .3816 | 2033-2046 | |
| 93 | Rodney Monroe | .3820 | 2031-2047 | |
| 93 | Keith Barton* | .3820 | 2046-2061 | |
| 95 | Marc Jackson* | .3821 | 2042-2060 | |
| 96 | Boddie Montgomery# | .3823 | 2052-2065 | |
| 97 | Marco Torrez | .3826 | 2031-2043 | |
| 97 | Jimmy Wagner* | .3826 | 2025-2046 | |
| 99 | Ivan Alvarez# | .3829 | 2059-2065 | |
| 100 | David Williams# | .3832 | 2056-2065 |
