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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Slim Dougan* | .0962 | 2039 | |
| 2 | Harry Styles* | .1321 | 2035 | |
| 3 | Becky Quin | .1538 | 2054 | |
| 4 | Parker Ness | .1613 | 2058 | |
| 5 | Phillip Thompson* | .1754 | 2019 | |
| 6 | Esteban Rodriguez Jr. | .1786 | 2049 | |
| 7 | Walrus Jones | .1828 | 2054 | |
| 8 | Wayne Wheeler | .1833 | 2065 | |
| 9 | Jormungandr Ragnarok | .1837 | 2049 | |
| 10 | Flame MacDonald | .1923 | 2044 | |
| 11 | Wright Indadert* | .1932 | 2055 | |
| 12 | Jormungandr Ragnarok | .1940 | 2051 | |
| 13 | Roquefort Cotswald# | .2000 | 2069 | |
| 13 | Stephanie Morgan | .2000 | 2047 | |
| 15 | Stun Gun | .2037 | 2066 | |
| 16 | Valorant Arcanum | .2075 | 2065 | |
| 17 | Starscream* | .2100 | 2060 | |
| 18 | Greg Steiner* | .2115 | 2022 | |
| 19 | John Marston* | .2143 | 2057 | |
| 20 | Kit Katcher | .2182 | 2051 | |
| 20 | Khamati Kahn | .2182 | 2022 | |
| 22 | Stryker Spinrate | .2248 | 2035 | |
| 23 | Bubbles | .2273 | 2068 | |
| 24 | Poe Scott* | .2308 | 2050 | |
| 25 | Ike Sampson | .2317 | 2059 | |
| 26 | Sad Pepe | .2321 | 2051 | |
| 27 | Kevin Choate* | .2353 | 2037 | |
| 28 | Calloway Flowers | .2360 | 2038 | |
| 29 | Hercules Mulligan# | .2436 | 2074 | |
| 30 | Busta Baxter | .2462 | 2047 | |
| 31 | Ryan Stryker* | .2474 | 2032 | |
| 32 | Zach Mulder | .2500 | 2068 | |
| 32 | Khamati Kahn | .2500 | 2025 | |
| 34 | Harry Styles* | .2533 | 2032 | |
| 34 | Joe Random# | .2533 | 2076 | |
| 36 | Aaron Beckett* | .2549 | 2056 | |
| 37 | Peter Dawson | .2551 | 2032 | |
| 37 | Ryan Rose* | .2551 | 2036 | |
| 39 | Allegra McArena* | .2556 | 2058 | |
| 40 | Remy Lebeau# | .2593 | 2076 | |
| 41 | Bobby Hill | .2609 | 2027 | |
| 42 | Wallie Choi | .2623 | 2066 | |
| 42 | Esteban Rodriguez Jr. | .2623 | 2046 | |
| 44 | Dogwood Maple | .2625 | 2044 | |
| 45 | Allegra McArena* | .2632 | 2057 | |
| 46 | Parker Ness | .2642 | 2060 | |
| 47 | Sportsboy57 | .2647 | 2049 | |
| 47 | Ed Barker* | .2647 | 2036 | |
| 49 | Doug Dangly* | .2656 | 2044 | |
| 50 | Taylor Adkins# | .2676 | 2074 | |
| 51 | Nova Montagne* | .2698 | 2062 | |
| 52 | Guy Walker* | .2705 | 2032 | |
| 53 | Victoria Secret* | .2712 | 2026 | |
| 53 | Blu Line* | .2712 | 2032 | |
| 55 | S'Vanaleigh Mykutowicz* | .2727 | 2051 | |
| 55 | Luna José Rodríguez Ortiz | .2727 | 2066 | |
| 57 | Holly Sheet# | .2735 | 2073 | |
| 58 | Kid Carsey | .2736 | 2042 | |
| 59 | Guy Walker* | .2737 | 2029 | |
| 60 | Psy Duck* | .2747 | 2063 | |
| 61 | Elston Sinclair* | .2750 | 2028 | |
| 62 | Brian Eshleman Jr. | .2759 | 2064 | |
| 63 | Athena Aria* | .2763 | 2052 | |
| 64 | Joe Kelly | .2775 | 2068 | |
| 65 | Remy Ratatouille | .2778 | 2049 | |
| 65 | Ryan Stryker Jr.* | .2778 | 2063 | |
| 65 | Luna José Rodríguez Ortiz | .2778 | 2064 | |
| 65 | Bobby Hill | .2778 | 2026 | |
| 65 | Glenallen Mixon* | .2778 | 2055 | |
| 65 | Bandit Keith# | .2778 | 2072 | |
| 71 | Regnaleb Sivart | .2787 | 2041 | |
| 72 | Dusty DeSoto | .2794 | 2066 | |
| 73 | Juan Rodriguez | .2800 | 2053 | |
| 74 | Professor Farnsworth | .2807 | 2064 | |
| 75 | Artemis Aria | .2816 | 2069 | |
| 76 | Hercules Mulligan# | .2828 | 2073 | |
| 77 | Ed Barker* | .2857 | 2034 | |
| 77 | Frederick Birdington | .2857 | 2030 | |
| 77 | Jay Doctor Jr. | .2857 | 2062 | |
| 80 | Xavier Crawford | .2869 | 2060 | |
| 81 | Anthony Parco | .2877 | 2057 | |
| 82 | Shoto Todoroki* | .2878 | 2049 | |
| 83 | Siegmeyer of Catarina# | .2881 | 2067 | |
| 84 | Hunter Havok | .2923 | 2050 | |
| 85 | Femini Nomenon | .2929 | 2075 | |
| 86 | Zach Mulder | .2931 | 2069 | |
| 87 | Hayley MaConnell* | .2941 | 2032 | |
| 88 | Rhydon Dirty* | .2958 | 2053 | |
| 89 | Acheoar Hippocrites | .2963 | 2060 | |
| 89 | Barack Obama* | .2963 | 2034 | |
| 91 | Virzeiros Balqen | .2982 | 2040 | |
| 92 | Ray Xavier | .2985 | 2073 | |
| 92 | Xavier Crawford | .2985 | 2055 | |
| 94 | Always A. Bummus# | .2993 | 2072 | |
| 95 | Barry Keller | .3000 | 2029 | |
| 95 | Molly Mitchell | .3000 | 2041 | |
| 97 | Rayz Funk | .3012 | 2042 | |
| 98 | Center Fielder | .3019 | 2069 | |
| 99 | Frederick Birdington | .3023 | 2029 | |
| 100 | Glyn Davies* | .3028 | 2049 |
