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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 | Fletcher Jones# | .1552 | 2069 | |
| 3 | Paj Bobba# | .1739 | 2070 | |
| 4 | Brusdar Lemonade | .1791 | 2042 | |
| 5 | Papa Freddy | .1967 | 2045 | |
| 6 | Guy-Manuel L'or | .2034 | 2060 | |
| 7 | Big Newff | .2063 | 2049 | |
| 8 | Ryan Alvarez# | .2069 | 2069 | |
| 9 | Brock Lobster | .2154 | 2024 | |
| 10 | John Barron | .2188 | 2039 | |
| 11 | Casey Shaffer | .2192 | 2056 | |
| 12 | Mickey Littlefield | .2281 | 2052 | |
| 13 | Drew Buckley | .2308 | 2030 | |
| 13 | Starscream* | .2308 | 2052 | |
| 15 | Robert Mountain | .2333 | 2039 | |
| 16 | J.C. Swishman# | .2344 | 2063 | |
| 17 | Chappy McChapperson# | .2364 | 2058 | |
| 18 | Aaron Beckett* | .2429 | 2046 | |
| 19 | Trongle Man [BOT]# | .2453 | 2040 | |
| 20 | Willie Miller | .2472 | 2052 | |
| 21 | Samuel Smoltz# | .2500 | 2071 | |
| 22 | Nolan Nola | .2535 | 2044 | |
| 22 | Mata | .2535 | 2059 | |
| 24 | Retsnomekalyag Kove# | .2551 | 2059 | |
| 25 | Benjamin Abenduct | .2564 | 2062 | |
| 26 | Ray Xavier# | .2571 | 2065 | |
| 27 | Jebidiah Crunk Jr. | .2593 | 2054 | |
| 28 | Ryan Knock | .2609 | 2055 | |
| 29 | D'Qryss Jean-Yves | .2614 | 2053 | |
| 30 | John Cowgill# | .2632 | 2066 | |
| 31 | CJ Brandonson | .2658 | 2044 | |
| 31 | Shoto Todoroki* | .2658 | 2042 | |
| 33 | Detective Wooloo | .2667 | 2027 | |
| 33 | S'Vanaleigh Mykutowicz* | .2667 | 2045 | |
| 33 | Jared Atkins | .2667 | 2047 | |
| 33 | Les Harm | .2667 | 2049 | |
| 37 | Max Miller | .2676 | 2037 | |
| 38 | Yuni Takamdaun | .2698 | 2037 | |
| 38 | Cameron Grimes | .2698 | 2043 | |
| 40 | Billy Grier | .2703 | 2035 | |
| 40 | Unaaq Lyberth | .2703 | 2057 | |
| 42 | John Marston* | .2712 | 2051 | |
| 42 | Rick Rohl | .2712 | 2060 | |
| 44 | Maverick Smoltz | .2714 | 2042 | |
| 45 | Vincent Heiderscheid | .2727 | 2061 | |
| 46 | HotDog Sandwich | .2740 | 2036 | |
| 47 | Romeo Rosas | .2755 | 2055 | |
| 48 | Ian Rubbish# | .2759 | 2068 | |
| 48 | Bingo Hammersmith | .2759 | 2037 | |
| 50 | Nico Parsons | .2766 | 2044 | |
| 51 | Rick Rohl | .2769 | 2059 | |
| 52 | Tony Pisano | .2778 | 2023 | |
| 53 | Cookie | .2800 | 2053 | |
| 54 | Walrus Jones | .2817 | 2045 | |
| 55 | Michael Dion | .2870 | 2038 | |
| 56 | Jiggs Kingman# | .2875 | 2073 | |
| 57 | Ruggsy Witdaheelys | .2881 | 2057 | |
| 58 | Olli Erikkson# | .2917 | 2073 | |
| 59 | Gambit Panda | .2941 | 2045 | |
| 59 | Sierra Bravo | .2941 | 2047 | |
| 61 | Jose Forty-Three | .2951 | 2060 | |
| 62 | Mrs Dirk | .2953 | 2046 | |
| 63 | James Ronlain | .2963 | 2044 | |
| 64 | Riabi | .2969 | 2050 | |
| 65 | John Camden Jr | .2982 | 2046 | |
| 66 | Bobby Walk | .2987 | 2064 | |
| 67 | Poe Scott* | .3000 | 2044 | |
| 68 | Thor Lore# | .3016 | 2069 | |
| 69 | Brian Eshleman III# | .3026 | 2073 | |
| 70 | Rusty Shackleford | .3030 | 2067 | |
| 70 | Starburns Glorbenspeel | .3030 | 2061 | |
| 72 | Cap Keeler | .3049 | 2041 | |
| 73 | Kelvin Gauzeman | .3051 | 2055 | |
| 74 | Robert Smith | .3065 | 2061 | |
| 75 | Brian Eshleman Jr. | .3067 | 2059 | |
| 76 | Len Kagamine | .3077 | 2042 | |
| 76 | Garrett Scudder | .3077 | 2045 | |
| 78 | Colby Koffman# | .3131 | 2065 | |
| 79 | Olive LaGarelzyulov-D'Buffoar | .3140 | 2056 | |
| 80 | Herbert Fisher | .3143 | 2059 | |
| 81 | KC Mize | .3148 | 2050 | |
| 82 | Leo Robert | .3151 | 2039 | |
| 83 | Peko Bear | .3158 | 2046 | |
| 84 | Stefano Chinappi | .3173 | 2043 | |
| 85 | Sigandi Legend# | .3210 | 2068 | |
| 86 | Gaslight Gatekeep Girlboss | .3220 | 2056 | |
| 86 | Ea Nasir# | .3220 | 2072 | |
| 88 | Wade Cilliams Jr.# | .3231 | 2064 | |
| 89 | Peko Bear | .3239 | 2048 | |
| 90 | Turanga Leela | .3243 | 2048 | |
| 91 | Tony Gunk | .3253 | 2041 | |
| 92 | Sigandi Legend# | .3261 | 2067 | |
| 92 | Professor Croakwell# | .3261 | 2070 | |
| 94 | Ultimo Kahn# | .3262 | 2071 | |
| 95 | Herbert Fisher | .3263 | 2060 | |
| 96 | Chuck Nasty# | .3265 | 2067 | |
| 97 | Matt Kumtowski | .3273 | 2071 | |
| 97 | Asahi Ishioka | .3273 | 2059 | |
| 99 | Jeff Salad# | .3276 | 2058 | |
| 100 | Rin Kagamine | .3286 | 2042 |
