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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Joba Chamberlain | .1815 | 2007 | |
| 2 | Tom O'Toole | .2213 | 2009 | |
| 3 | Steve White | .2240 | 2009 | |
| 4 | Gio Gonzalez | .2250 | 2007 | |
| 5 | Carlos Marmol | .2303 | 2006 | |
| 6 | Aaron Preston | .2309 | 2020 | |
| 7 | Manny Romero# | .2315 | 2014 | |
| 8 | Archie Esparza# | .2318 | 2020 | |
| 9 | Steve White | .2413 | 2010 | |
| 10 | Tom O'Toole | .2417 | 2008 | |
| 11 | Craig O'Brien# | .2434 | 2020 | |
| 12 | Roy Williamson# | .2447 | 2014 | |
| 13 | Alfredo Gómez# | .2461 | 2023 | |
| 14 | Marcel Vervoort# | .2469 | 2021 | |
| 15 | Ben Parks# | .2500 | 2014 | |
| 16 | António Alonzo | .2518 | 2008 | |
| 17 | Jude Smith | .2519 | 2014 | |
| 18 | Steve Hewer | .2539 | 2006 | |
| 19 | Casey Phelps | .2551 | 2009 | |
| 20 | Anderson Fergerson | .2555 | 2009 | |
| 21 | Rick Hartman# | .2558 | 2014 | |
| 22 | Bradley McGuire | .2568 | 2014 | |
| 23 | Rob Armstrong | .2571 | 2010 | |
| 24 | Keith McCoy# | .2573 | 2014 | |
| 25 | Johnny Cueto | .2581 | 2008 | |
| 26 | Jason Adams | .2585 | 2008 | |
| 27 | Carlos Zaragoza | .2586 | 2008 | |
| 28 | Clayton Kershaw | .2620 | 2008 | |
| 29 | Bob Deeter | .2625 | 2014 | |
| 30 | Juan Vega | .2635 | 2007 | |
| 31 | Kevin Miller# | .2638 | 2014 | |
| 32 | Eddie Wright | .2645 | 2014 | |
| 33 | Chris Johnson# | .2663 | 2018 | |
| 34 | Bob Águila# | .2681 | 2021 | |
| 35 | Bill Gill# | .2701 | 2018 | |
| 36 | Anibal Sanchez | .2703 | 2006 | |
| 37 | Gio Gonzalez | .2727 | 2008 | |
| 38 | Héctor Luján# | .2736 | 2014 | |
| 39 | Takashi Saito | .2738 | 2006 | |
| 40 | Joba Chamberlain | .2755 | 2006 | |
| 41 | Mark Larson | .2758 | 2020 | |
| 42 | Mitsuharu Suzuki# | .2759 | 2022 | |
| 43 | Bob Frazier# | .2769 | 2014 | |
| 43 | Ryan Arnold | .2769 | 2006 | |
| 45 | Joakim Soria | .2778 | 2006 | |
| 46 | Roger Powell | .2784 | 2014 | |
| 47 | Tommy Bryant | .2786 | 2006 | |
| 48 | Víctor Dueñas# | .2787 | 2014 | |
| 49 | Tuu Fueunati# | .2800 | 2020 | |
| 50 | Bruce Porter# | .2815 | 2018 | |
| 51 | Dave LaChance# | .2828 | 2020 | |
| 52 | Kevin Davis | .2831 | 2008 | |
| 53 | Clayton Kershaw | .2838 | 2009 | |
| 54 | Michael Thomas# | .2839 | 2020 | |
| 55 | Norm Adams | .2841 | 2007 | |
| 56 | Elton Anderson | .2843 | 2006 | |
| 57 | Dave French | .2845 | 2014 | |
| 57 | Robert Weaver | .2845 | 2009 | |
| 59 | Roland Gates | .2846 | 2006 | |
| 60 | Bill Moore# | .2850 | 2014 | |
| 61 | Roland Gates | .2851 | 2007 | |
| 62 | Derek Collins# | .2852 | 2020 | |
| 63 | Kenny Carlson | .2853 | 2014 | |
| 64 | Jerry Williamson# | .2854 | 2019 | |
| 65 | Jeff Phillips# | .2855 | 2020 | |
| 66 | David Stevens | .2859 | 2014 | |
| 67 | Daisuke Matsuzaka | .2862 | 2006 | |
| 68 | Mitsuharu Suzuki# | .2864 | 2021 | |
| 69 | Jesse Hayes# | .2867 | 2014 | |
| 70 | Tanner Bailey | .2868 | 2014 | |
| 71 | Frank Edwards | .2872 | 2005 | |
| 72 | Tuu Fueunati# | .2878 | 2021 | |
| 73 | Yovani Gallardo | .2879 | 2007 | |
| 74 | Marty Allen# | .2889 | 2020 | |
| 75 | Tony Steward | .2891 | 2014 | |
| 76 | Ludovico Turco | .2916 | 2014 | |
| 77 | Henry Gill# | .2927 | 2015 | |
| 78 | Luis López# | .2932 | 2023 | |
| 78 | Joakim Soria | .2932 | 2007 | |
| 80 | Myung-hwan O# | .2937 | 2023 | |
| 81 | Tommy Bryant | .2942 | 2008 | |
| 82 | Juan Vega | .2946 | 2006 | |
| 83 | Johnny Cueto | .2949 | 2006 | |
| 84 | Pedro Figueroa | .2950 | 2006 | |
| 85 | Bill Gill# | .2954 | 2016 | |
| 86 | Mark Bebb | .2955 | 2014 | |
| 87 | Juan Vega | .2968 | 2008 | |
| 88 | Tom Kennedy# | .2970 | 2021 | |
| 88 | Matt Moore | .2970 | 2008 | |
| 90 | Joel Zumaya | .2971 | 2006 | |
| 91 | Kyle Williamson | .2973 | 2008 | |
| 92 | Julio Teheran | .2976 | 2008 | |
| 93 | Sergio Medina# | .2978 | 2020 | |
| 94 | In-chul Kyong# | .2979 | 2024 | |
| 94 | Marcos Limón | .2979 | 2008 | |
| 96 | Gil Davis# | .2982 | 2014 | |
| 96 | Clyde Allen# | .2982 | 2017 | |
| 98 | Jeff McGinnity# | .2987 | 2020 | |
| 99 | Matt Moore | .2993 | 2009 | |
| 100 | Pedro Castro | .2994 | 2006 |
