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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Archie Esparza# | .4464 | 2027 | |
| 2 | Gilberto Martínez# | .4766 | 2029 | |
| 3 | Roger Clemens* | .5237 | 1987 | |
| 4 | Joe Sparks | .5261 | 2015 | |
| 5 | Gregory Burke | .5311 | 2006 | |
| 6 | Roger Clemens* | .5312 | 1992 | |
| 7 | John Fletcher# | .5328 | 2026 | |
| 8 | William Pierce# | .5347 | 2027 | |
| 9 | Roger Clemens* | .5348 | 2000 | |
| 10 | Roger Clemens* | .5371 | 1986 | |
| 11 | Carl Pavano | .5374 | 2008 | |
| 12 | Roger Clemens* | .5391 | 1990 | |
| 13 | Bob Jenkins* | .5398 | 2012 | |
| 14 | Bob Jenkins* | .5410 | 2020 | |
| 15 | Dave Dowden | .5438 | 2023 | |
| 16 | Daron Maddox | .5486 | 2019 | |
| 17 | Kevin Schaefer | .5488 | 2015 | |
| 18 | Dwight Tucker | .5490 | 2015 | |
| 19 | Javier Vazquez* | .5500 | 2002 | |
| 20 | Dwight Tucker | .5506 | 2013 | |
| 21 | Roy Oswalt* | .5543 | 2012 | |
| 21 | Scott Sanders | .5543 | 1996 | |
| 23 | Mark Prior* | .5575 | 2003 | |
| 24 | Joba Chamberlain | .5630 | 2015 | |
| 25 | Daron Maddox | .5637 | 2015 | |
| 26 | Mark Prior* | .5639 | 2004 | |
| 27 | Eddie Morgan* | .5642 | 2009 | |
| 28 | Bob Jenkins* | .5654 | 2011 | |
| 29 | Dwight Tucker | .5686 | 2017 | |
| 30 | Archie Esparza# | .5689 | 2028 | |
| 31 | Gilberto Martínez# | .5699 | 2027 | |
| 32 | Gregory Burke | .5704 | 2007 | |
| 33 | Roger Clemens* | .5710 | 1988 | |
| 34 | Archie Esparza# | .5712 | 2029 | |
| 35 | Joe Sparks | .5724 | 2013 | |
| 36 | Raúl López | .5727 | 2003 | |
| 37 | Nolan Arnold | .5728 | 2015 | |
| 37 | Rick Snow# | .5728 | 2027 | |
| 39 | Bob Jenkins* | .5748 | 2014 | |
| 40 | Allen Bailey | .5758 | 2015 | |
| 41 | Daniel Patterson | .5776 | 2022 | |
| 42 | Archie Esparza# | .5793 | 2026 | |
| 43 | Matthew Trantham | .5799 | 2023 | |
| 44 | Ronald Moyer# | .5803 | 2025 | |
| 45 | Scott Kazmir | .5815 | 2009 | |
| 46 | Madison Bumgarner | .5816 | 2026 | |
| 47 | Lee Myers# | .5819 | 2024 | |
| 48 | Roger Clemens* | .5820 | 1984 | |
| 49 | Clarence Holland | .5829 | 2015 | |
| 50 | Carlos Zambrano | .5831 | 2011 | |
| 51 | Juan Guzman* | .5839 | 1993 | |
| 52 | Carlos Zambrano | .5859 | 2008 | |
| 53 | Randy D Johnson | .5871 | 1998 | |
| 54 | Roger Clemens* | .5874 | 1994 | |
| 55 | Mark Prior* | .5878 | 2007 | |
| 56 | Roger Clemens* | .5883 | 1991 | |
| 57 | Victor Moret | .5892 | 2004 | |
| 58 | Mark Prior* | .5895 | 2002 | |
| 59 | Rich Burton | .5906 | 2021 | |
| 60 | A J Burnett | .5909 | 2002 | |
| 60 | Gregory Burke | .5909 | 2008 | |
| 62 | Juan Guzman* | .5911 | 1991 | |
| 63 | Toki Nagai | .5913 | 2007 | |
| 64 | António Ortíz | .5917 | 2005 | |
| 65 | Kerry Wood | .5920 | 1999 | |
| 66 | Zack Greinke* | .5923 | 2009 | |
| 66 | Michael Hood | .5923 | 2010 | |
| 68 | Ramon J Martinez | .5928 | 1988 | |
| 69 | Amdre Nova# | .5931 | 2030 | |
| 70 | Ronald Moyer# | .5933 | 2024 | |
| 71 | Mitch Craft# | .5934 | 2029 | |
| 72 | Raimondo Amberezzio# | .5941 | 2028 | |
| 73 | Steve Watts | .5942 | 2011 | |
| 74 | Rick Snow# | .5944 | 2028 | |
| 75 | Roger Clemens* | .5948 | 1996 | |
| 75 | Carlos Jiménez# | .5948 | 2023 | |
| 77 | Roger Clemens* | .5950 | 1993 | |
| 78 | Dorian Bunch# | .5953 | 2023 | |
| 78 | Eddie Morgan* | .5953 | 2008 | |
| 80 | Aaron Sele* | .5958 | 2000 | |
| 81 | Ben Sheets | .5959 | 2002 | |
| 82 | Lee Myers# | .5962 | 2026 | |
| 82 | José Torres# | .5962 | 2029 | |
| 82 | Juan Guzman* | .5962 | 1994 | |
| 85 | Bill Gill# | .5971 | 2024 | |
| 86 | Roy Ward | .5974 | 2015 | |
| 87 | CC Sabathia* | .5975 | 2006 | |
| 88 | Roger Clemens* | .5980 | 1997 | |
| 89 | Zack Greinke* | .5982 | 2008 | |
| 90 | Ugueth Urbina | .5984 | 1997 | |
| 91 | Ronald Moyer# | .5992 | 2026 | |
| 92 | Gary Lefebvre | .5994 | 2012 | |
| 93 | Roy Halladay* | .6012 | 2006 | |
| 94 | Bob Jenkins* | .6013 | 2015 | |
| 95 | Kevin Walters | .6017 | 2005 | |
| 96 | Kerry Wood | .6019 | 2003 | |
| 97 | Randy D Johnson | .6022 | 1990 | |
| 98 | Gilberto Martínez# | .6023 | 2028 | |
| 99 | Andrew Bailey | .6024 | 2014 | |
| 100 | Rick Snow# | .6029 | 2026 |
