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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Hiram Starich | .0612 | 2051 | |
| 2 | D.J. Cummings# | .1446 | 2055 | |
| 3 | Jonah Burton | .1746 | 2046 | |
| 4 | Rowen Carnicom | .1882 | 2050 | |
| 5 | Charles Dennison | .1961 | 2042 | |
| 6 | Cale Wiltsie | .1964 | 2052 | |
| 7 | Jared Stuck | .1978 | 2052 | |
| 8 | Jake Fagen# | .2000 | 2056 | |
| 8 | Quincy Cordell | .2000 | 2042 | |
| 8 | Josh Sullins# | .2000 | 2050 | |
| 11 | Tony Gustafson | .2025 | 2049 | |
| 12 | Maximilian Hoefer | .2037 | 2048 | |
| 13 | Peyton Runk | .2059 | 2054 | |
| 14 | Lincoln Anderson | .2065 | 2049 | |
| 15 | Jeremiah Price | .2105 | 2051 | |
| 16 | Curt Peterson | .2133 | 2047 | |
| 17 | Dash Pyecha | .2143 | 2049 | |
| 18 | Olo Salgado | .2154 | 2052 | |
| 19 | Kenyon Noel | .2237 | 2058 | |
| 20 | Joshua Rosati# | .2250 | 2059 | |
| 21 | Ahmad Brown# | .2258 | 2059 | |
| 22 | Matias Roberts | .2281 | 2052 | |
| 22 | Lucas Williams | .2281 | 2057 | |
| 24 | Joey DeVoe | .2317 | 2052 | |
| 25 | Hunter Vandi | .2319 | 2040 | |
| 26 | Geraldo Garza | .2329 | 2055 | |
| 26 | Charlie Sylvia | .2329 | 2050 | |
| 28 | Jim Reed | .2366 | 2049 | |
| 29 | Robert Tipton# | .2368 | 2055 | |
| 29 | Caleb McGee# | .2368 | 2057 | |
| 31 | William O'Brien | .2381 | 2038 | |
| 32 | Nelson Silva | .2400 | 2054 | |
| 32 | Oscar Ontiveros# | .2400 | 2059 | |
| 34 | Tracy Powell | .2407 | 2055 | |
| 35 | Jim Peterson | .2424 | 2059 | |
| 36 | Rico Santos | .2444 | 2049 | |
| 37 | Isaac Moreno | .2464 | 2036 | |
| 37 | Gaetano Bowers | .2464 | 2046 | |
| 37 | J.B. Savitree# | .2464 | 2059 | |
| 40 | Alejandro Santana | .2466 | 2046 | |
| 41 | Rob Long | .2472 | 2042 | |
| 42 | Juan Flores | .2475 | 2045 | |
| 43 | Oliver Alexander | .2500 | 2037 | |
| 43 | Jack Nickles | .2500 | 2040 | |
| 43 | Landyn Faille | .2500 | 2048 | |
| 43 | D.J. Cummings# | .2500 | 2052 | |
| 43 | Charles Lupa | .2500 | 2048 | |
| 48 | Elijah Siddall# | .2533 | 2051 | |
| 49 | Willy Lindsey | .2544 | 2056 | |
| 50 | Parker Cassidy | .2549 | 2049 | |
| 51 | Jackson Geib# | .2556 | 2058 | |
| 52 | Mick Griffis | .2558 | 2048 | |
| 53 | Che-Ming Shieh | .2576 | 2045 | |
| 54 | Rusty Tucker# | .2581 | 2050 | |
| 55 | Owen Holiday | .2597 | 2050 | |
| 56 | Dolph Gervais | .2598 | 2055 | |
| 57 | Rodney Luyster# | .2600 | 2057 | |
| 58 | Andrew Gomez | .2603 | 2054 | |
| 59 | Ariel Robinson | .2623 | 2046 | |
| 60 | Daunte Hobbs | .2642 | 2050 | |
| 61 | Alex Solomon | .2644 | 2045 | |
| 62 | Jared Stuck | .2656 | 2053 | |
| 63 | Dedrick McAdoo# | .2660 | 2059 | |
| 64 | Cayden Finnerty | .2679 | 2039 | |
| 65 | Jason Lamar | .2683 | 2053 | |
| 66 | Niles Valencia | .2692 | 2047 | |
| 67 | Starling Peña | .2697 | 2048 | |
| 68 | Antek Franiak# | .2706 | 2051 | |
| 69 | Rodney Stewart# | .2717 | 2057 | |
| 70 | Vicente Gaytan | .2727 | 2052 | |
| 70 | Todd Avery | .2727 | 2043 | |
| 72 | Matt John | .2748 | 2051 | |
| 73 | Dusty Sloan# | .2754 | 2048 | |
| 74 | De'von Dillard | .2759 | 2049 | |
| 75 | Smokey Deveraux | .2768 | 2049 | |
| 75 | Landon Bentley# | .2768 | 2057 | |
| 77 | Nathan Spiller# | .2769 | 2059 | |
| 78 | Bernard Ennis# | .2773 | 2049 | |
| 79 | Saul Byers# | .2783 | 2056 | |
| 80 | Lyle Schoen | .2784 | 2048 | |
| 81 | Simón Veneto# | .2787 | 2055 | |
| 81 | Richard Clayton | .2787 | 2052 | |
| 83 | Graham Gal# | .2788 | 2049 | |
| 84 | Rob Flanders# | .2805 | 2053 | |
| 85 | Ariel Robinson | .2807 | 2043 | |
| 86 | Jon Brownell | .2812 | 2046 | |
| 86 | Pablo Gonzalez | .2812 | 2040 | |
| 88 | Lewis Miller | .2821 | 2049 | |
| 89 | Shane Sachs | .2833 | 2040 | |
| 90 | Raymond Humbert | .2838 | 2052 | |
| 90 | Richie Wahl# | .2838 | 2053 | |
| 92 | Ethan Lyon# | .2840 | 2056 | |
| 92 | Todd Barringer# | .2840 | 2056 | |
| 94 | Erinyo Zamarripa# | .2842 | 2050 | |
| 95 | Ryder Behr# | .2846 | 2055 | |
| 96 | Alex Quinones | .2857 | 2038 | |
| 96 | Weston Barnett | .2857 | 2049 | |
| 96 | Shane Rogers | .2857 | 2058 | |
| 99 | Willy Lindsey | .2869 | 2054 | |
| 100 | Tomas Garza | .2881 | 2048 |
