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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Usada Pekora# | .1404 | 2060 | |
| 2 | Brusdar Lemonade | .1791 | 2042 | |
| 3 | Papa Freddy | .1967 | 2045 | |
| 4 | Guy-Manuel L'or | .2034 | 2060 | |
| 5 | Big Newff | .2063 | 2049 | |
| 6 | Brock Lobster | .2154 | 2024 | |
| 7 | John Barron | .2188 | 2039 | |
| 8 | Casey Shaffer | .2192 | 2056 | |
| 9 | Mickey Littlefield | .2281 | 2052 | |
| 10 | Drew Buckley | .2308 | 2030 | |
| 10 | Starscream* | .2308 | 2052 | |
| 12 | Robert Mountain | .2333 | 2039 | |
| 13 | J.C. Swishman# | .2344 | 2063 | |
| 14 | Chappy McChapperson | .2364 | 2058 | |
| 15 | Aaron Beckett* | .2429 | 2046 | |
| 16 | Trongle Man# | .2453 | 2040 | |
| 17 | Willie Miller | .2472 | 2052 | |
| 18 | Nolan Nola | .2535 | 2044 | |
| 18 | Mata# | .2535 | 2059 | |
| 20 | Retsnomekalyag Kove# | .2551 | 2059 | |
| 21 | Benjamin Abenduct# | .2564 | 2062 | |
| 22 | Ray Xavier# | .2571 | 2065 | |
| 23 | Jebidiah Crunk Jr.# | .2593 | 2054 | |
| 24 | Ryan Knock | .2609 | 2055 | |
| 25 | D'Qryss Jean-Yves | .2614 | 2053 | |
| 26 | John Cowgill# | .2632 | 2066 | |
| 27 | Shoto Todoroki* | .2658 | 2042 | |
| 27 | CJ Brandonson | .2658 | 2044 | |
| 29 | S'Vanaleigh Mykutowicz* | .2667 | 2045 | |
| 29 | Detective Wooloo | .2667 | 2027 | |
| 29 | Les Harm | .2667 | 2049 | |
| 29 | Jared Atkins | .2667 | 2047 | |
| 33 | Max Miller | .2676 | 2037 | |
| 34 | Yuni Takamdaun | .2698 | 2037 | |
| 34 | Cameron Grimes | .2698 | 2043 | |
| 36 | Billy Grier | .2703 | 2035 | |
| 36 | Unaaq Lyberth | .2703 | 2057 | |
| 38 | John Marston | .2712 | 2051 | |
| 38 | Rick Rohl | .2712 | 2060 | |
| 40 | Maverick Smoltz | .2714 | 2042 | |
| 41 | Vincent Heiderscheid# | .2727 | 2061 | |
| 42 | HotDog Sandwich | .2740 | 2036 | |
| 43 | Romeo Rosas# | .2755 | 2055 | |
| 44 | Bingo Hammersmith | .2759 | 2037 | |
| 45 | Nico Parsons | .2766 | 2044 | |
| 46 | Rick Rohl | .2769 | 2059 | |
| 47 | Tony Pisano | .2778 | 2023 | |
| 48 | Cookie# | .2800 | 2053 | |
| 49 | Walrus Jones | .2817 | 2045 | |
| 50 | Michael Dion | .2870 | 2038 | |
| 51 | Ruggsy Witdaheelys# | .2881 | 2057 | |
| 52 | Gambit Panda | .2941 | 2045 | |
| 52 | Sierra Bravo | .2941 | 2047 | |
| 54 | Jose Forty-Three# | .2951 | 2060 | |
| 55 | Mrs Dirk | .2953 | 2046 | |
| 56 | James Ronlain | .2963 | 2044 | |
| 57 | Riabi | .2969 | 2050 | |
| 58 | John Camden Jr# | .2982 | 2046 | |
| 59 | Bobby Walk# | .2987 | 2064 | |
| 60 | Poe Scott* | .3000 | 2044 | |
| 61 | Starburns Glorbenspeel# | .3030 | 2061 | |
| 61 | Rusty Shackleford# | .3030 | 2067 | |
| 63 | Cap Keeler | .3049 | 2041 | |
| 64 | Kelvin Gauzeman# | .3051 | 2055 | |
| 65 | Robert Smith# | .3065 | 2061 | |
| 66 | Brian Eshleman Jr.# | .3067 | 2059 | |
| 67 | Len Kagamine | .3077 | 2042 | |
| 67 | Garrett Scudder | .3077 | 2045 | |
| 69 | Colby Koffman# | .3131 | 2065 | |
| 70 | Olive LaGarelzyulov-D'Buffoar | .3140 | 2056 | |
| 71 | Herbert Fisher# | .3143 | 2059 | |
| 72 | KC Mize | .3148 | 2050 | |
| 73 | Leo Robert | .3151 | 2039 | |
| 74 | Peko Bear | .3158 | 2046 | |
| 75 | Stefano Chinappi | .3173 | 2043 | |
| 76 | Gaslight Gatekeep Girlboss | .3220 | 2056 | |
| 77 | Wade Cilliams Jr.# | .3231 | 2064 | |
| 78 | Peko Bear | .3239 | 2048 | |
| 79 | Turanga Leela | .3243 | 2048 | |
| 80 | Tony Gunk | .3253 | 2041 | |
| 81 | Sigandi Legend# | .3261 | 2067 | |
| 82 | Herbert Fisher# | .3263 | 2060 | |
| 83 | Chuck Nasty# | .3265 | 2067 | |
| 84 | Asahi Ishioka# | .3273 | 2059 | |
| 85 | Jeff Salad# | .3276 | 2058 | |
| 86 | Rin Kagamine | .3286 | 2042 | |
| 87 | Jeffery Murphy Jr. | .3288 | 2033 | |
| 88 | Klaas Van Buren | .3297 | 2034 | |
| 89 | Zach Mulder# | .3333 | 2065 | |
| 89 | Nico Parsons | .3333 | 2045 | |
| 89 | Stun Gun# | .3333 | 2054 | |
| 89 | Stun Gun# | .3333 | 2055 | |
| 89 | Allegra McArena | .3333 | 2051 | |
| 89 | Retsnomekalyag Kove# | .3333 | 2060 | |
| 89 | Herbert Fisher# | .3333 | 2061 | |
| 89 | Andrew Alexander | .3333 | 2050 | |
| 97 | Grayson Yates | .3370 | 2050 | |
| 97 | Giovani Sánchez* | .3370 | 2041 | |
| 99 | Vincent Heiderscheid# | .3377 | 2060 | |
| 100 | Joey | .3378 | 2048 |
