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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tristan Leung* | .2720 | 2032-2043 | |
| 2 | Jackson DeMarco* | .2834 | 2037-2048 | |
| 3 | Aaron Beckett* | .2984 | 2047-2056 | |
| 4 | Matthew Paul* | .3071 | 2035-2045 | |
| 5 | Constantine Kahn* | .3097 | 2045-2053 | |
| 6 | Flame MacDonald | .3183 | 2040-2049 | |
| 7 | Troy Pressing* | .3213 | 2039-2049 | |
| 8 | John Smoltz Jr.* | .3220 | 2017-2025 | |
| 9 | Slim Dougan* | .3228 | 2034-2046 | |
| 10 | Honda Shigeno | .3309 | 2043-2052 | |
| 11 | D'Aroldis Borkman* | .3367 | 2018-2031 | |
| 11 | Nolan Windsor* | .3367 | 2036-2047 | |
| 13 | Aduke Singh* | .3374 | 2043-2054 | |
| 14 | Yeoj Ottov# | .3387 | 2050-2062 | |
| 15 | Cleetus McFloridaman* | .3393 | 2034-2048 | |
| 16 | Colby Kidd* | .3394 | 2029-2040 | |
| 17 | Esteban Rodriguez Jr. | .3418 | 2039-2049 | |
| 18 | Victoria Secret* | .3434 | 2017-2028 | |
| 19 | Sampson Price | .3446 | 2044-2055 | |
| 20 | Falco Von Adler* | .3453 | 2028-2039 | |
| 21 | Sebastian Musgrave-Smythe* | .3472 | 2017-2030 | |
| 22 | Guy Walker* | .3473 | 2021-2034 | |
| 23 | Penny Kowers* | .3484 | 2017-2034 | |
| 24 | Pete Williams | .3494 | 2051-2060 | |
| 25 | Athena Aria* | .3498 | 2045-2058 | |
| 26 | John Marston# | .3535 | 2052-2062 | |
| 27 | Harry Styles* | .3540 | 2028-2039 | |
| 28 | Rhydon Dirty* | .3553 | 2043-2056 | |
| 29 | James Pleasants | .3557 | 2034-2047 | |
| 30 | Cassius Bright# | .3567 | 2048-2062 | |
| 31 | Esteban Rodriguez* | .3568 | 2017-2029 | |
| 32 | Brusdar Lemonade | .3573 | 2043-2056 | |
| 33 | Ernesto Castillo | .3585 | 2017-2024 | |
| 34 | Xenophon Economides | .3589 | 2044-2052 | |
| 35 | Doug Dangly* | .3606 | 2035-2045 | |
| 36 | Tyler Rogalski# | .3611 | 2053-2062 | |
| 37 | Greg Steiner* | .3617 | 2018-2031 | |
| 38 | Ed Barker* | .3621 | 2027-2039 | |
| 39 | Busta Baxter | .3631 | 2042-2054 | |
| 40 | Brent Lomew* | .3634 | 2029-2041 | |
| 41 | Beta Chapler# | .3637 | 2054-2062 | |
| 42 | Booze Gooser* | .3652 | 2045-2054 | |
| 43 | Erick Bolanos | .3653 | 2039-2049 | |
| 44 | Jose Forty-Three* | .3661 | 2031-2043 | |
| 45 | Jose Arcadio Buendia | .3668 | 2050-2060 | |
| 46 | Phillip Thompson* | .3670 | 2018-2028 | |
| 47 | Hayley MaConnell* | .3694 | 2026-2037 | |
| 47 | Troen NoHands | .3694 | 2036-2044 | |
| 49 | Michael Dion | .3695 | 2039-2049 | |
| 50 | Anthony Parco | .3699 | 2052-2061 | |
| 50 | C.J. South | .3699 | 2048-2058 | |
| 52 | Luke Wright | .3704 | 2039-2049 | |
| 53 | Nova Montagne# | .3706 | 2057-2062 | |
| 54 | Sad Pepe | .3708 | 2045-2058 | |
| 55 | Wendy Marvell | .3717 | 2047-2061 | |
| 56 | Lucky El Charro* | .3727 | 2037-2049 | |
| 57 | Ryan Knock# | .3735 | 2057-2062 | |
| 58 | Shoto Todoroki* | .3740 | 2044-2056 | |
| 59 | Boris Petrovic# | .3742 | 2053-2062 | |
| 60 | Juan Rodriguez# | .3746 | 2051-2061 | |
| 61 | Ryan Rose* | .3763 | 2031-2042 | |
| 62 | Jormungandr Ragnarok | .3767 | 2046-2056 | |
| 63 | Allegra McArena# | .3768 | 2052-2062 | |
| 64 | Bark Muehrle* | .3771 | 2041-2057 | |
| 64 | Nate Pearson* | .3771 | 2029-2039 | |
| 66 | Brandon Maurer# | .3773 | 2052-2062 | |
| 66 | DJ Law | .3773 | 2037-2045 | |
| 68 | Yuni Takamdaun | .3777 | 2038-2045 | |
| 69 | Chuck Gamble | .3780 | 2017-2029 | |
| 70 | Mason Williams# | .3781 | 2054-2062 | |
| 71 | Elston Sinclair* | .3789 | 2017-2029 | |
| 72 | Giovani Sánchez* | .3791 | 2042-2055 | |
| 73 | Oerjan Thrastarsen# | .3794 | 2055-2062 | |
| 74 | Johnny Patey V2# | .3797 | 2056-2062 | |
| 74 | Justin Ripsbahd* | .3797 | 2032-2045 | |
| 76 | Parker Parton | .3812 | 2045-2058 | |
| 76 | Poe Scott | .3812 | 2045-2060 | |
| 78 | Jonny Quest# | .3813 | 2052-2062 | |
| 79 | Crabstin d'Potson# | .3818 | 2056-2062 | |
| 80 | JJ Windsor | .3821 | 2024-2036 | |
| 81 | Hol Horse | .3823 | 2035-2046 | |
| 82 | Ludwig Groetzinger | .3824 | 2021-2026 | |
| 83 | Starscream# | .3826 | 2053-2062 | |
| 83 | Andrew Lucas* | .3826 | 2036-2046 | |
| 85 | Ryan Stryker Jr.# | .3830 | 2055-2062 | |
| 86 | Trent Boult | .3832 | 2020-2033 | |
| 87 | Homura Fuji | .3836 | 2040-2049 | |
| 88 | Kevin Choate* | .3839 | 2032-2044 | |
| 88 | "Big Rig" Tig O'Sullivan | .3839 | 2044-2056 | |
| 90 | Bazooka Joe | .3840 | 2051-2062 | |
| 91 | Pax Abadeer | .3847 | 2042-2055 | |
| 92 | Delly d'Dendecks | .3850 | 2048-2062 | |
| 93 | Chicharon de Pollo# | .3857 | 2053-2062 | |
| 94 | Glyn Davies* | .3862 | 2044-2057 | |
| 95 | Wayne Wheeler# | .3866 | 2057-2062 | |
| 96 | Josh Burger | .3870 | 2051-2062 | |
| 97 | Bobby Hill | .3871 | 2023-2033 | |
| 98 | Frederick Birdington | .3872 | 2025-2037 | |
| 99 | S'Vanaleigh Mykutowicz* | .3874 | 2047-2058 | |
| 99 | Herbie Farnworth | .3874 | 2039-2052 |
