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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 | Cleetus McFloridaman* | .3393 | 2034-2048 | |
| 15 | Colby Kidd* | .3394 | 2029-2040 | |
| 16 | Esteban Rodriguez Jr. | .3418 | 2039-2049 | |
| 17 | Yeoj Ottov* | .3422 | 2050-2064 | |
| 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 | Ransom Jones# | .3502 | 2066-2076 | |
| 27 | Ray Xavier# | .3519 | 2066-2076 | |
| 28 | Harry Styles* | .3540 | 2028-2039 | |
| 29 | Katsuki Bakugo | .3541 | 2062-2070 | |
| 30 | John Marston* | .3545 | 2052-2064 | |
| 31 | Romeo Rosas | .3553 | 2056-2070 | |
| 31 | Rhydon Dirty* | .3553 | 2043-2056 | |
| 33 | James Pleasants | .3557 | 2034-2047 | |
| 34 | Ryan Stryker Jr.* | .3560 | 2055-2069 | |
| 35 | Cassius Bright* | .3567 | 2048-2062 | |
| 36 | Esteban Rodriguez* | .3568 | 2017-2029 | |
| 36 | Thorne Belfour# | .3568 | 2066-2076 | |
| 38 | Brusdar Lemonade | .3573 | 2043-2056 | |
| 39 | Ernesto Castillo | .3585 | 2017-2024 | |
| 40 | Xenophon Economides | .3589 | 2044-2052 | |
| 41 | Doug Dangly* | .3606 | 2035-2045 | |
| 42 | Greg Steiner* | .3617 | 2018-2031 | |
| 43 | Ed Barker* | .3621 | 2027-2039 | |
| 44 | Busta Baxter | .3631 | 2042-2054 | |
| 45 | Brent Lomew* | .3634 | 2029-2041 | |
| 46 | Booze Gooser* | .3652 | 2045-2054 | |
| 47 | Erick Bolanos | .3653 | 2039-2049 | |
| 48 | Jose Forty-Three* | .3661 | 2031-2043 | |
| 49 | Crabstin d'Potson | .3662 | 2056-2068 | |
| 50 | Jose Arcadio Buendia | .3668 | 2050-2060 | |
| 51 | Phillip Thompson* | .3670 | 2018-2028 | |
| 52 | Frigg Delling | .3673 | 2057-2071 | |
| 53 | Beta Chapler* | .3680 | 2054-2065 | |
| 54 | Hayley MaConnell* | .3694 | 2026-2037 | |
| 54 | Troen NoHands | .3694 | 2036-2044 | |
| 56 | Michael Dion | .3695 | 2039-2049 | |
| 57 | Anthony Parco | .3699 | 2052-2061 | |
| 57 | C.J. South | .3699 | 2048-2058 | |
| 59 | Luke Wright | .3704 | 2039-2049 | |
| 60 | Sad Pepe | .3708 | 2045-2058 | |
| 61 | Tyler Rogalski | .3714 | 2053-2064 | |
| 62 | Wendy Marvell* | .3717 | 2047-2061 | |
| 63 | Lucky El Charro* | .3727 | 2037-2049 | |
| 64 | Mason Williams | .3731 | 2054-2064 | |
| 65 | Ira Clifton | .3736 | 2053-2065 | |
| 66 | Mudbone | .3738 | 2059-2067 | |
| 67 | Shoto Todoroki* | .3740 | 2044-2056 | |
| 68 | Juan Rodriguez | .3746 | 2051-2061 | |
| 69 | Brandon Maurer | .3760 | 2052-2064 | |
| 69 | Johnny Patey V2 | .3760 | 2056-2068 | |
| 71 | Roquefort Cotswald# | .3762 | 2065-2076 | |
| 72 | Ryan Rose* | .3763 | 2031-2042 | |
| 73 | Jormungandr Ragnarok | .3767 | 2046-2056 | |
| 74 | Bark Muehrle* | .3771 | 2041-2057 | |
| 74 | Nate Pearson* | .3771 | 2029-2039 | |
| 76 | DJ Law | .3773 | 2037-2045 | |
| 77 | Yuni Takamdaun | .3777 | 2038-2045 | |
| 78 | Chuck Gamble | .3780 | 2017-2029 | |
| 79 | Chuck Nasty# | .3781 | 2069-2076 | |
| 80 | Elston Sinclair* | .3789 | 2017-2029 | |
| 81 | Giovani Sánchez* | .3791 | 2042-2055 | |
| 81 | Guy Roussy# | .3791 | 2067-2076 | |
| 83 | Justin Ripsbahd* | .3797 | 2032-2045 | |
| 84 | Joey Moose Jr.# | .3801 | 2066-2076 | |
| 85 | Ryan Knock | .3811 | 2057-2065 | |
| 86 | Parker Parton | .3812 | 2045-2058 | |
| 86 | Poe Scott* | .3812 | 2045-2060 | |
| 88 | Bandit Keith# | .3815 | 2067-2076 | |
| 89 | JJ Windsor | .3821 | 2024-2036 | |
| 90 | Hol Horse | .3823 | 2035-2046 | |
| 91 | Ludwig Groetzinger | .3824 | 2021-2026 | |
| 92 | Andrew Lucas* | .3826 | 2036-2046 | |
| 93 | Trent Boult | .3832 | 2020-2033 | |
| 94 | Oerjan Thrastarsen* | .3834 | 2055-2067 | |
| 95 | Homura Fuji | .3836 | 2040-2049 | |
| 96 | Jung Kook | .3838 | 2059-2069 | |
| 97 | Kevin Choate* | .3839 | 2032-2044 | |
| 97 | "Big Rig" Tig O'Sullivan | .3839 | 2044-2056 | |
| 99 | Ryan Lee# | .3840 | 2067-2076 | |
| 99 | Bazooka Joe | .3840 | 2051-2062 |
