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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Nick Bradley | .6092 | 2005-2011 | |
| 2 | Chuck Smith | .6191 | 2008-2016 | |
| 3 | Tim Redding | .6277 | 2001-2016 | |
| 4 | Kyle Lohse | .6352 | 2001-2014 | |
| 5 | Dave Coggin | .6373 | 2002-2010 | |
| 6 | Denny Bautista | .6379 | 2005-2015 | |
| 7 | Denis Boucher | .6472 | 1992-2003 | |
| 8 | Joaquin Benoit | .6509 | 2001-2012 | |
| 9 | Eduardo Ruíz | .6539 | 2015-2025 | |
| 10 | Enrique Guerrero | .6594 | 2006-2012 | |
| 11 | Ken Smith | .6630 | 2000-2006 | |
| 12 | Lee Rice | .6633 | 2000-2009 | |
| 13 | José Tañón | .6644 | 2001-2011 | |
| 14 | Luis Marino | .6668 | 2005-2012 | |
| 15 | Floyd Johnston | .6682 | 2005-2012 | |
| 16 | Mike Wood | .6688 | 2005-2014 | |
| 17 | Brandon Lyon | .6705 | 2001-2011 | |
| 18 | Paul Williams | .6709 | 2012-2026 | |
| 19 | Keith Compton | .6712 | 2002-2011 | |
| 20 | Steve Hayes | .6741 | 2014-2022 | |
| 21 | Ned Ames | .6743 | 2012-2023 | |
| 22 | Jerome Williams | .6744 | 2003-2016 | |
| 23 | Frank Edwards | .6749 | 2010-2022 | |
| 24 | Byron Guffin | .6754 | 2010-2022 | |
| 25 | Jeff Haley | .6764 | 2007-2020 | |
| 26 | Derek Duffy | .6785 | 2002-2013 | |
| 27 | Roger Salkeld | .6791 | 1993-2006 | |
| 28 | António González | .6818 | 2007-2021 | |
| 29 | Curt Cameron | .6824 | 2000-2011 | |
| 30 | Jeremy Guthrie | .6835 | 2006-2017 | |
| 31 | Mike Bannon | .6843 | 2003-2014 | |
| 32 | John Lannan | .6849 | 2011-2020 | |
| 33 | Scott Downs | .6857 | 2000-2013 | |
| 34 | Chris C George | .6864 | 2001-2014 | |
| 35 | Daisuke Matsuzaka | .6870 | 2010-2023 | |
| 36 | Alfredo Guerrero | .6876 | 2003-2012 | |
| 37 | Leonardo Rodríguez | .6878 | 2001-2013 | |
| 38 | Dan C Smith | .6886 | 1999-2005 | |
| 39 | Alan Reynolds | .6904 | 2000-2013 | |
| 40 | Kyle Dawson | .6923 | 2010-2017 | |
| 41 | Scott Eyre | .6926 | 1999-2008 | |
| 42 | Jim Parque | .6955 | 1998-2010 | |
| 43 | Haywood Horn | .6960 | 2003-2015 | |
| 44 | Jason Dickson | .6964 | 1996-2006 | |
| 45 | P.J. Fortier | .6975 | 2003-2012 | |
| 46 | Jason Johnson | .6995 | 1997-2008 | |
| 47 | Tony McKnight | .7004 | 2000-2009 | |
| 48 | Mike Jordan | .7012 | 2007-2014 | |
| 49 | Joey Wells | .7023 | 2003-2011 | |
| 50 | Jaime Garza | .7032 | 2002-2008 | |
| 51 | Larry Sherman | .7042 | 2002-2010 | |
| 52 | Wayne McDaniel | .7043 | 2009-2018 | |
| 53 | Dan McAllister | .7046 | 2016-2028 | |
| 54 | John Roper | .7050 | 1994-2007 | |
| 55 | Héctor García | .7067 | 2002-2011 | |
| 56 | Cody Wade | .7119 | 2009-2019 | |
| 57 | Pablo Torres | .7129 | 2000-2009 | |
| 58 | Jose Valverde | .7134 | 2003-2017 | |
| 58 | Steven Miller | .7134 | 2018-2029 | |
| 60 | Steven Holroyd | .7148 | 2013-2027 | |
| 61 | Kevin Robinson | .7153 | 2009-2022 | |
| 62 | Phil Barnes | .7156 | 2009-2020 | |
| 63 | Juan Rivera | .7168 | 2002-2010 | |
| 64 | Andrés Silva | .7174 | 2014-2025 | |
| 65 | Kevin Chamberlain | .7181 | 2002-2011 | |
| 66 | Shawn Sedlacek | .7203 | 2002-2014 | |
| 67 | Veríssimo Hervedeiro | .7208 | 2004-2015 | |
| 68 | James Shields | .7213 | 2008-2019 | |
| 69 | Matt Garza | .7216 | 2008-2018 | |
| 70 | Dan Ainslie | .7232 | 2016-2027 | |
| 71 | Sugita Shirai# | .7263 | 2025-2030 | |
| 72 | Ken Pittman | .7271 | 2013-2024 | |
| 73 | Doug Ball | .7278 | 2007-2021 | |
| 73 | Filiberto Bolzoni | .7278 | 2002-2007 | |
| 75 | Blake Thompson | .7281 | 2003-2009 | |
| 76 | David Rodríguez | .7287 | 2000-2009 | |
| 77 | Ray Lucas | .7289 | 2002-2011 | |
| 78 | Markus Schmidt | .7291 | 2003-2013 | |
| 79 | Alfredo Aceves | .7307 | 2014-2020 | |
| 80 | James Miller | .7310 | 2016-2024 | |
| 81 | Willie Parker | .7322 | 2003-2015 | |
| 82 | Mike Leake | .7324 | 2011-2024 | |
| 83 | Sean Lee | .7346 | 2012-2022 | |
| 84 | Rob Patterson | .7351 | 2002-2012 | |
| 85 | Eric Brennan# | .7390 | 2023-2031 | |
| 86 | Armando Galarraga | .7395 | 2009-2021 | |
| 87 | Louis Hamel | .7399 | 2000-2007 | |
| 88 | Bob Anderson | .7425 | 2009-2020 | |
| 89 | Terry Duffy | .7439 | 2009-2020 | |
| 90 | Wilbur Andrews | .7445 | 2018-2030 | |
| 90 | Jason Williams | .7445 | 2014-2024 | |
| 92 | Rob Dixon | .7448 | 2002-2016 | |
| 93 | Luke Prokopec | .7453 | 2000-2013 | |
| 94 | Bob Harper | .7455 | 2011-2024 | |
| 95 | Dan Middleton | .7467 | 2008-2018 | |
| 96 | George Burke# | .7474 | 2017-2031 | |
| 97 | Jared Dawson | .7481 | 2016-2024 | |
| 98 | Chad Durbin | .7521 | 2001-2009 | |
| 99 | Nate Cornejo | .7523 | 2002-2011 | |
| 100 | Glenn Grady | .7527 | 2012-2021 |
