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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Alberto Barrios | .2119 | 2029-2047 | |
| 2 | Jonathan Coleman | .2240 | 2019-2025 | |
| 3 | Glenn Wilcox | .2394 | 2051-2061 | |
| 4 | Steven Pfleuger* | .2445 | 2021-2041 | |
| 5 | Jonathan Weaver | .2477 | 2029-2041 | |
| 6 | Chet Sykes | .2537 | 2038-2049 | |
| 7 | Barrett Jenkins* | .2563 | 2019-2034 | |
| 8 | Pancho Tovar | .2616 | 2045-2059 | |
| 9 | Samuel Landry | .2655 | 2026-2035 | |
| 10 | Todd Rogers# | .2661 | 2053-2065 | |
| 11 | Pierce Ryan | .2698 | 2028-2045 | |
| 12 | John Williams | .2727 | 2019-2029 | |
| 13 | Jesse Barnett# | .2733 | 2061-2065 | |
| 14 | Lorenzo Flores | .2843 | 2043-2057 | |
| 15 | Mark Brantley# | .2851 | 2052-2064 | |
| 16 | Rhett Forrester | .2861 | 2019-2023 | |
| 17 | Gerald Goldberg | .2888 | 2047-2055 | |
| 18 | Brian Irving | .2963 | 2022-2033 | |
| 19 | Orlando Medina | .3000 | 2019-2027 | |
| 19 | Glenn Murphy* | .3000 | 2023-2030 | |
| 21 | Kit Newell | .3018 | 2036-2047 | |
| 22 | David Virgil* | .3024 | 2038-2057 | |
| 23 | Isiah Woods | .3040 | 2020-2039 | |
| 24 | Domingo Francisco | .3058 | 2020-2040 | |
| 24 | Daniel Lewis# | .3058 | 2062-2065 | |
| 26 | Brian Woods | .3072 | 2020-2033 | |
| 27 | Orlando Castro | .3097 | 2037-2046 | |
| 28 | Bobby Yarina# | .3125 | 2053-2065 | |
| 29 | Carlos Lopez# | .3130 | 2059-2065 | |
| 30 | Jesus Castillo | .3145 | 2046-2061 | |
| 31 | Carlos Ramirez | .3167 | 2019-2023 | |
| 32 | Ryan Thomas | .3170 | 2019-2032 | |
| 33 | Juan Jose Bilbao | .3180 | 2043-2056 | |
| 34 | Joe Tarnowsky* | .3199 | 2025-2040 | |
| 35 | Kelly Wright | .3214 | 2019-2030 | |
| 36 | Michael Parks | .3217 | 2043-2054 | |
| 37 | Bob Detty* | .3230 | 2019-2038 | |
| 38 | Frank Nipper# | .3241 | 2063-2065 | |
| 38 | Esteban Martinez | .3241 | 2044-2056 | |
| 40 | Felix Romero | .3247 | 2028-2045 | |
| 40 | Carlos Serrano | .3247 | 2023-2037 | |
| 42 | David Williams# | .3252 | 2056-2065 | |
| 43 | Michael Knox* | .3273 | 2031-2048 | |
| 44 | Billy Lynch* | .3288 | 2034-2052 | |
| 45 | Evander Thomas | .3302 | 2024-2038 | |
| 46 | Loren Griffin | .3304 | 2046-2055 | |
| 47 | Riley Rodriguez# | .3310 | 2054-2065 | |
| 48 | Vinny Corleone* | .3313 | 2019-2032 | |
| 49 | Cesar Martinez | .3324 | 2036-2048 | |
| 50 | Gerald Baldwin | .3333 | 2043-2059 | |
| 50 | Calvin Burgess | .3333 | 2027-2038 | |
| 52 | Daniel Young | .3347 | 2028-2040 | |
| 52 | Bartolo Carrasco | .3347 | 2027-2045 | |
| 54 | Manuel Cabrera* | .3350 | 2026-2046 | |
| 55 | Luis Castro | .3371 | 2029-2042 | |
| 56 | Antonio Soto | .3387 | 2020-2033 | |
| 57 | Denny Lester | .3397 | 2050-2063 | |
| 58 | Miguel Hernandez | .3409 | 2033-2053 | |
| 59 | Luis Martinez* | .3427 | 2019-2031 | |
| 60 | Juan Rivera | .3445 | 2019-2027 | |
| 61 | Bo Ford | .3447 | 2043-2056 | |
| 62 | Hisashi Haruguchi | .3451 | 2056-2063 | |
| 63 | Bobby Bruno* | .3465 | 2019-2030 | |
| 64 | Michael Gambino* | .3467 | 2019-2034 | |
| 65 | Keith Patterson* | .3469 | 2024-2045 | |
| 66 | Ernesto Lopez | .3473 | 2042-2062 | |
| 67 | Clarence Brandon | .3475 | 2021-2028 | |
| 67 | Joe Cameron | .3475 | 2038-2058 | |
| 69 | Nico Scordos | .3478 | 2029-2039 | |
| 70 | Chris Ross* | .3481 | 2022-2045 | |
| 71 | Hector Cuervo | .3488 | 2031-2046 | |
| 72 | Gustave Seguin | .3497 | 2022-2035 | |
| 72 | Jimmy Kenney | .3497 | 2022-2038 | |
| 74 | Shane Hollingsworth | .3500 | 2019-2035 | |
| 75 | Mark Bell | .3504 | 2053-2059 | |
| 76 | Carlos De La Cruz# | .3520 | 2054-2065 | |
| 77 | Jacob Tanner | .3523 | 2026-2041 | |
| 78 | Francisco Leon | .3525 | 2021-2032 | |
| 78 | Benny Mauser | .3525 | 2033-2047 | |
| 80 | Kelly Hoskinson | .3528 | 2031-2046 | |
| 81 | David Garcia# | .3529 | 2057-2065 | |
| 82 | Rolland Lefebvre | .3541 | 2019-2026 | |
| 83 | Travis Rockwell | .3557 | 2050-2058 | |
| 83 | Gavin Kane | .3557 | 2044-2059 | |
| 85 | Cristo Rivas | .3565 | 2036-2050 | |
| 86 | Todd Newell* | .3571 | 2026-2047 | |
| 86 | Stan Pennington | .3571 | 2019-2030 | |
| 88 | Bennie Silva | .3582 | 2044-2061 | |
| 89 | Oz Ortiz | .3614 | 2048-2058 | |
| 90 | Matthew Gilbert | .3618 | 2034-2050 | |
| 91 | Michael Kilbane* | .3625 | 2030-2049 | |
| 92 | Aaron Campos# | .3630 | 2049-2065 | |
| 93 | Russell Kirk* | .3636 | 2030-2047 | |
| 94 | Ricardo Camacho* | .3646 | 2029-2047 | |
| 95 | Brody McIlmoyle | .3661 | 2020-2035 | |
| 96 | Oscar Tavares | .3662 | 2046-2053 | |
| 97 | Takuma Ito | .3663 | 2032-2046 | |
| 98 | Justin Montgomery* | .3673 | 2019-2029 | |
| 99 | Alan Alexander Anderson* | .3674 | 2020-2038 | |
| 100 | Darby Hendrickson | .3676 | 2020-2025 |
