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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Nolan Nola | .2013 | 2045-2057 | |
| 2 | Hidetoshi Shinkansen | .2193 | 2033-2042 | |
| 3 | Parker Ness | .2444 | 2056-2061 | |
| 4 | Stephanie Morgan | .2585 | 2039-2052 | |
| 5 | Jacques Toussaint | .2685 | 2050-2064 | |
| 6 | Falco Von Adler* | .2727 | 2028-2039 | |
| 7 | Frigg Delling# | .2761 | 2057-2069 | |
| 8 | Henry Chadwick | .2773 | 2028-2041 | |
| 9 | Colby Kidd* | .2803 | 2029-2040 | |
| 9 | Professor Farnsworth# | .2803 | 2062-2069 | |
| 11 | John Smoltz Jr.* | .2857 | 2017-2025 | |
| 12 | Dogwood Maple | .2893 | 2039-2053 | |
| 13 | Kit Katcher | .2939 | 2049-2057 | |
| 14 | Sebastian Musgrave-Smythe* | .2978 | 2017-2030 | |
| 15 | Poe Scott* | .3000 | 2045-2060 | |
| 16 | John Marston | .3011 | 2052-2064 | |
| 17 | Molly Mitchell | .3014 | 2036-2048 | |
| 18 | Zach Mulder# | .3034 | 2067-2069 | |
| 19 | Yeoj Ottov# | .3037 | 2050-2064 | |
| 20 | Jay Doctor Jr.# | .3162 | 2059-2068 | |
| 21 | Hunter Havok | .3165 | 2043-2052 | |
| 22 | James Pleasants | .3168 | 2034-2047 | |
| 23 | Kosei Yoshida | .3193 | 2029-2034 | |
| 23 | Roquefort Cotswald# | .3193 | 2065-2069 | |
| 25 | Yakul Red | .3214 | 2045-2056 | |
| 26 | Parker Parton | .3252 | 2045-2058 | |
| 27 | Walrus Jones | .3263 | 2048-2060 | |
| 28 | Ike Sampson# | .3275 | 2055-2067 | |
| 29 | Jackson DeMarco* | .3280 | 2037-2048 | |
| 30 | Shauer Handel IV | .3283 | 2029-2037 | |
| 31 | Clawdaddy | .3284 | 2054-2068 | |
| 32 | Greg Steiner* | .3286 | 2018-2031 | |
| 33 | Luna José RodrÃguez Ortiz# | .3294 | 2061-2069 | |
| 34 | Felipe Fernandez | .3307 | 2017-2027 | |
| 35 | Slim Dougan* | .3320 | 2034-2046 | |
| 35 | Pax Torrent* | .3320 | 2050-2063 | |
| 37 | Aduke Singh* | .3321 | 2043-2054 | |
| 38 | Benny Sheets | .3387 | 2052-2062 | |
| 39 | Aaron Beckett* | .3412 | 2047-2056 | |
| 40 | Domingo Pozo | .3420 | 2031-2044 | |
| 41 | Rayz Funk | .3429 | 2035-2047 | |
| 42 | Cassius Bright* | .3468 | 2048-2062 | |
| 43 | Juan Rodriguez | .3478 | 2051-2061 | |
| 44 | Jormungandr Ragnarok | .3484 | 2046-2056 | |
| 45 | Center Fielder# | .3491 | 2060-2069 | |
| 46 | Guy Walker* | .3508 | 2021-2034 | |
| 47 | Dusty DeSoto | .3514 | 2059-2068 | |
| 48 | Esteban Rodriguez Jr. | .3517 | 2039-2049 | |
| 49 | Artemis Aria# | .3519 | 2061-2069 | |
| 50 | Kid Carsey | .3523 | 2035-2044 | |
| 51 | Derek Rogers Jr. | .3525 | 2043-2053 | |
| 51 | Damian Jansen-Crenshaw | .3525 | 2045-2056 | |
| 53 | Nova Montagne# | .3529 | 2057-2069 | |
| 54 | Frederick Birdington | .3531 | 2025-2037 | |
| 55 | Bobby Hill | .3551 | 2023-2033 | |
| 56 | Romeo Rosas# | .3558 | 2056-2069 | |
| 57 | Tristan Leung* | .3559 | 2032-2043 | |
| 58 | Athena Aria* | .3566 | 2045-2058 | |
| 59 | Allegra McArena | .3579 | 2052-2067 | |
| 60 | Stryker Spinrate | .3584 | 2031-2042 | |
| 61 | Hayley MaConnell* | .3585 | 2026-2037 | |
| 62 | Ed Barker* | .3591 | 2027-2039 | |
| 63 | Harry Styles* | .3614 | 2028-2039 | |
| 64 | Sad Pepe | .3621 | 2045-2058 | |
| 65 | Toby Ziegler# | .3627 | 2065-2069 | |
| 66 | Phillip Thompson* | .3638 | 2018-2028 | |
| 67 | Colben Fairborn | .3645 | 2026-2038 | |
| 68 | Remy Ratatouille | .3648 | 2039-2050 | |
| 69 | Alexander Benjamin | .3665 | 2047-2062 | |
| 70 | D'Aroldis Borkman* | .3678 | 2018-2031 | |
| 71 | Ryan Stryker Jr.# | .3689 | 2055-2069 | |
| 72 | Constantine Kahn* | .3693 | 2045-2053 | |
| 73 | "Big Rig" Tig O'Sullivan | .3717 | 2044-2056 | |
| 74 | Xavier Crawford | .3719 | 2053-2066 | |
| 75 | Max Miller | .3721 | 2038-2042 | |
| 76 | Phil Graves | .3727 | 2036-2044 | |
| 77 | Victoria Secret* | .3745 | 2017-2028 | |
| 78 | Acheoar Hippocrites | .3752 | 2053-2067 | |
| 79 | Doug Dangly* | .3754 | 2035-2045 | |
| 80 | Glenallen Mixon* | .3755 | 2043-2055 | |
| 81 | Barry B Benson | .3765 | 2042-2051 | |
| 82 | Ichabod Kranepool# | .3768 | 2062-2069 | |
| 83 | Busta Baxter | .3790 | 2042-2054 | |
| 84 | Barry Keller | .3800 | 2024-2036 | |
| 84 | Ryan Knock | .3800 | 2057-2065 | |
| 86 | Psy Duck | .3801 | 2054-2066 | |
| 87 | Joe Kelly# | .3805 | 2064-2069 | |
| 88 | Tucker Montgomery | .3840 | 2051-2060 | |
| 89 | Troen NoHands | .3846 | 2036-2044 | |
| 90 | Barack Obama* | .3863 | 2030-2040 | |
| 91 | Nacho Varga | .3878 | 2029-2041 | |
| 92 | Brian Eshleman Jr.# | .3879 | 2060-2069 | |
| 93 | Elston Sinclair* | .3882 | 2017-2029 | |
| 93 | Starscream* | .3882 | 2053-2064 | |
| 95 | Ryan Negs# | .3886 | 2056-2068 | |
| 96 | Dirk Digglet | .3891 | 2041-2049 | |
| 97 | Phil Donoghue | .3892 | 2054-2066 | |
| 98 | Danny Sullivan | .3897 | 2041-2051 | |
| 99 | Sam Antonio | .3914 | 2048-2062 | |
| 100 | Ryan Stryker* | .3915 | 2021-2035 |
