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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor Moret | .3072 | 2003-2016 | |
| 2 | Archie Esparza# | .3160 | 2025-2031 | |
| 3 | Roger Clemens* | .3242 | 1984-2006 | |
| 4 | Wilford Chambers* | .3317 | 2006-2025 | |
| 5 | Bob Jenkins* | .3322 | 2008-2023 | |
| 6 | Gregory Burke | .3428 | 2002-2013 | |
| 7 | Kerry Wood | .3441 | 1998-2007 | |
| 8 | Gilberto Martínez# | .3449 | 2025-2031 | |
| 9 | Rick Snow# | .3476 | 2026-2031 | |
| 10 | Mark Prior* | .3484 | 2002-2016 | |
| 11 | Carlos Zambrano | .3485 | 2001-2019 | |
| 12 | Jake McGee | .3506 | 2015-2023 | |
| 13 | Paul Hale# | .3523 | 2020-2031 | |
| 14 | Joe Sparks | .3552 | 2007-2019 | |
| 15 | Juan Guzman* | .3565 | 1991-2005 | |
| 16 | Dan Woods# | .3567 | 2023-2031 | |
| 17 | David Robertson | .3582 | 2011-2023 | |
| 18 | Jeff Sawyer | .3586 | 2006-2018 | |
| 19 | Ian Richardson | .3590 | 2009-2019 | |
| 20 | Danny Patterson | .3599 | 1996-2010 | |
| 21 | Dave Pownall | .3606 | 2014-2027 | |
| 22 | Dellin Betances | .3607 | 2012-2028 | |
| 23 | Scott Kazmir | .3611 | 2004-2019 | |
| 24 | Mike Harkey | .3617 | 1988-2004 | |
| 25 | Randy D Johnson | .3626 | 1988-2003 | |
| 26 | Joba Chamberlain | .3632 | 2012-2027 | |
| 27 | Terrell Wade | .3635 | 1995-2010 | |
| 28 | Heath Bell | .3651 | 2004-2021 | |
| 29 | Josh Johnson | .3653 | 2010-2018 | |
| 30 | Dan Wilkerson# | .3659 | 2023-2031 | |
| 31 | Santiago Herrera | .3672 | 2000-2018 | |
| 32 | Zack Greinke* | .3676 | 2005-2020 | |
| 33 | Ronald Moyer# | .3677 | 2023-2031 | |
| 33 | Allen Bailey | .3677 | 2011-2023 | |
| 35 | Dave Dowden | .3678 | 2017-2027 | |
| 36 | Nolan Arnold | .3679 | 2011-2022 | |
| 37 | Jason Ellis | .3692 | 2013-2027 | |
| 38 | Ebby Calvin LaLoosh | .3706 | 2007-2018 | |
| 39 | Tony Saunders | .3724 | 1997-2012 | |
| 40 | Lee Myers# | .3725 | 2019-2031 | |
| 41 | Will Terry | .3726 | 2014-2025 | |
| 41 | Dwight Tucker | .3726 | 2011-2027 | |
| 43 | John Lambert# | .3731 | 2022-2031 | |
| 44 | Hideo Nomo | .3733 | 1995-2003 | |
| 44 | Kevin Schaefer | .3733 | 2012-2023 | |
| 46 | Juan Velázquez# | .3741 | 2025-2031 | |
| 47 | Mike Hampton | .3744 | 1994-2009 | |
| 48 | Ryan Bowen | .3745 | 1992-2005 | |
| 49 | Brad Lidge | .3762 | 2002-2017 | |
| 50 | Jeff Shoemaker# | .3774 | 2025-2031 | |
| 51 | José Torres# | .3779 | 2026-2031 | |
| 52 | Ramon J Martinez | .3786 | 1988-2002 | |
| 53 | Pedro J Martinez | .3790 | 1992-2007 | |
| 53 | Carlos Jiménez# | .3790 | 2021-2031 | |
| 55 | Brad Clontz | .3792 | 1995-2009 | |
| 56 | Eddie Morgan* | .3808 | 2005-2019 | |
| 57 | Chip Blake# | .3813 | 2022-2030 | |
| 57 | Felix Hernandez | .3813 | 2009-2020 | |
| 59 | Vicente Maldonado# | .3816 | 2025-2031 | |
| 60 | Kevin Walters | .3820 | 2003-2015 | |
| 61 | Madison Bumgarner | .3821 | 2014-2031 | |
| 62 | Ryan Dempster | .3822 | 1999-2007 | |
| 62 | David Nied* | .3822 | 1992-2009 | |
| 64 | Aaron Sele* | .3825 | 1993-2006 | |
| 65 | Major Pixel | .3829 | 2007-2021 | |
| 66 | Wesley Wright | .3834 | 2013-2020 | |
| 67 | Héctor Bernal# | .3839 | 2024-2031 | |
| 68 | Gary Lefebvre | .3840 | 2002-2016 | |
| 68 | Garth Vaughn | .3840 | 2008-2020 | |
| 70 | Anthony Hunt | .3844 | 2016-2028 | |
| 70 | Toki Nagai | .3844 | 2004-2015 | |
| 72 | Kyle Jones | .3847 | 2016-2025 | |
| 73 | Larry Thomas | .3854 | 1995-2010 | |
| 74 | Dirk Von Hayhurst | .3860 | 2006-2018 | |
| 75 | Ignacio Rodríguez | .3865 | 2002-2015 | |
| 76 | Erik Bedard | .3866 | 2004-2013 | |
| 77 | Jesús Enríquez | .3867 | 2001-2015 | |
| 78 | Chad Qualls | .3870 | 2006-2020 | |
| 79 | Juan Rincon | .3875 | 2001-2017 | |
| 80 | Bill Gill# | .3880 | 2023-2031 | |
| 81 | Scott Randall | .3881 | 2003-2020 | |
| 82 | Randy Tomlin | .3883 | 1990-2005 | |
| 82 | Seung-nam Yi | .3883 | 2004-2016 | |
| 84 | Brandon Webb* | .3884 | 2004-2024 | |
| 85 | Jerry Patterson | .3887 | 2002-2015 | |
| 86 | Roy Oswalt* | .3898 | 2001-2016 | |
| 86 | Chuck Smith | .3898 | 2000-2009 | |
| 88 | Paul Phelps | .3900 | 2014-2026 | |
| 89 | Greg Keagle | .3901 | 1996-2006 | |
| 90 | Raúl Aguilar# | .3902 | 2020-2031 | |
| 91 | Noah Lowry | .3906 | 2004-2015 | |
| 92 | Mark Jones | .3908 | 2009-2021 | |
| 93 | Freddy Castellanos | .3911 | 2008-2018 | |
| 94 | Cisco Castellanos# | .3912 | 2025-2031 | |
| 95 | Dave McNeill | .3916 | 2008-2019 | |
| 96 | Hipolito Pichardo | .3923 | 1992-2008 | |
| 97 | António Ortíz | .3924 | 2002-2011 | |
| 98 | Eduard Fotachi# | .3925 | 2019-2031 | |
| 98 | Danny Davis | .3925 | 2019-2030 | |
| 100 | Roy Ward | .3926 | 2014-2026 |
