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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Craig Kimbrel | .2027 | 2009 | |
| 2 | Jeff Shoemaker# | .2044 | 2023 | |
| 3 | Alfredo Gonzáles# | .2060 | 2018 | |
| 4 | Walton James | .2074 | 2020 | |
| 5 | Dan McCourt# | .2093 | 2018 | |
| 6 | Vicente Maldonado# | .2151 | 2021 | |
| 7 | Jeff Shoemaker# | .2182 | 2022 | |
| 8 | J.R. Miller# | .2183 | 2019 | |
| 9 | Ricardo García# | .2202 | 2019 | |
| 10 | Junior Pérez# | .2213 | 2018 | |
| 11 | Isaac Jones | .2229 | 2009 | |
| 12 | Lee Myers# | .2234 | 2017 | |
| 13 | Kevin Robinson | .2264 | 2006 | |
| 14 | Bob Schultz | .2278 | 2006 | |
| 15 | Mason Mytton | .2298 | 2009 | |
| 16 | Ken Underwood# | .2303 | 2019 | |
| 17 | Rick Cederberg# | .2311 | 2021 | |
| 18 | Jeff Neal# | .2314 | 2017 | |
| 18 | Connor Schmidt | .2314 | 2017 | |
| 20 | Daron Maddox | .2320 | 2012 | |
| 21 | Roger Fowler | .2347 | 2013 | |
| 22 | Joaquín Bernard | .2365 | 2024 | |
| 23 | Daron Maddox | .2368 | 2011 | |
| 24 | Greg Perry# | .2373 | 2019 | |
| 25 | Lance Lynn | .2376 | 2008 | |
| 26 | Ed Hill# | .2378 | 2020 | |
| 27 | Nelson Lewis# | .2400 | 2018 | |
| 28 | John Lannan | .2417 | 2007 | |
| 29 | Don Thomas# | .2421 | 2020 | |
| 30 | Rodney Sánchez# | .2429 | 2018 | |
| 31 | Jack Lawrence# | .2437 | 2019 | |
| 31 | Neal Peterson# | .2437 | 2019 | |
| 33 | Mike Wells# | .2443 | 2020 | |
| 34 | Gonzalo Anaya# | .2446 | 2023 | |
| 35 | Lee Myers# | .2448 | 2016 | |
| 36 | Clement Hardy# | .2452 | 2020 | |
| 37 | Ken Underwood# | .2455 | 2018 | |
| 38 | Júlio Martínez# | .2456 | 2022 | |
| 39 | Nate Eaton# | .2464 | 2018 | |
| 40 | Butch Jones# | .2486 | 2021 | |
| 41 | Jack Flaherty# | .2490 | 2021 | |
| 42 | Jeremy Clark | .2492 | 2020 | |
| 43 | Josh Brown | .2508 | 2007 | |
| 43 | Ira Phelps | .2508 | 2013 | |
| 45 | Christian Sherman | .2510 | 2009 | |
| 46 | Francisco González# | .2515 | 2021 | |
| 47 | Chris Sale | .2525 | 2008 | |
| 48 | Dustin Sterling | .2533 | 2019 | |
| 49 | Cory Horn | .2540 | 2017 | |
| 50 | Arnold Braber# | .2547 | 2022 | |
| 51 | Todd Hudson | .2550 | 2019 | |
| 52 | Gabriel Sterling# | .2551 | 2020 | |
| 53 | Ron Jorisse# | .2552 | 2022 | |
| 54 | Joe Sparks | .2553 | 2005 | |
| 55 | William Benson | .2562 | 2021 | |
| 56 | Joe Sparks | .2569 | 2004 | |
| 56 | Gerard Matthews | .2569 | 2011 | |
| 58 | Ki-tae Han# | .2570 | 2021 | |
| 59 | John Goodman# | .2576 | 2019 | |
| 60 | Oscar Jones | .2577 | 2016 | |
| 61 | Noah Syndergaard# | .2597 | 2021 | |
| 62 | Dustin Sterling | .2598 | 2018 | |
| 63 | Ryan Young | .2599 | 2018 | |
| 63 | Nelson Lewis# | .2599 | 2019 | |
| 65 | Dave Márquez | .2601 | 2013 | |
| 66 | Ken Thompson# | .2606 | 2022 | |
| 67 | Kyle Shepard# | .2607 | 2020 | |
| 68 | Cisco Castellanos# | .2608 | 2022 | |
| 69 | Bill Carruthers# | .2613 | 2019 | |
| 70 | Seth Howatt# | .2615 | 2022 | |
| 71 | Yu Darvish | .2626 | 2009 | |
| 72 | Major Pixel | .2628 | 2004 | |
| 73 | Robert Dixon# | .2629 | 2015 | |
| 74 | Anthony Hunt | .2633 | 2011 | |
| 74 | Tony Everhart | .2633 | 2010 | |
| 74 | Ronald Peterson# | .2633 | 2021 | |
| 77 | Stan Combs# | .2640 | 2019 | |
| 78 | Nobuo Iwata | .2642 | 2024 | |
| 79 | Jon Lester | .2653 | 2004 | |
| 80 | Howard Tinker# | .2655 | 2019 | |
| 81 | Don Thomas# | .2658 | 2019 | |
| 82 | Max Scherzer | .2661 | 2007 | |
| 82 | José Torres# | .2661 | 2022 | |
| 84 | Miles Dijk# | .2663 | 2023 | |
| 85 | Jim Osborne# | .2666 | 2018 | |
| 86 | Carlos Espinosa# | .2669 | 2021 | |
| 86 | Luis Castillo# | .2669 | 2020 | |
| 86 | Allen Bailey | .2669 | 2007 | |
| 89 | Alfredo Hernández | .2674 | 2019 | |
| 90 | Daniel Patterson | .2676 | 2015 | |
| 91 | Tim Lincecum | .2677 | 2007 | |
| 91 | Major Pixel | .2677 | 2005 | |
| 93 | Paul Talu# | .2679 | 2019 | |
| 94 | Luis Castaneda | .2685 | 2010 | |
| 95 | Kevin Robinson | .2686 | 2007 | |
| 96 | Tommy Austin | .2687 | 2011 | |
| 96 | Jack Flaherty# | .2687 | 2020 | |
| 98 | Bill MacPherson# | .2689 | 2019 | |
| 99 | Ray Osborne# | .2690 | 2021 | |
| 100 | Louis Giles# | .2694 | 2019 |
