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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Pablo Vegas* | .9981 | 2000-2012 | |
| 2 | Jonathan Ashley# | .9378 | 2004-2021 | |
| 3 | Jeremy Yamakawa | .8996 | 2005-2020 | |
| 4 | Shane Jenkins | .8671 | 2000-2013 | |
| 5 | Brett Byrnes | .8345 | 2001-2016 | |
| 6 | Jeff Coleman# | .8291 | 2015-2021 | |
| 7 | Rich Noble | .8165 | 2000-2011 | |
| 8 | Emmanuel Haigler | .8113 | 2003-2018 | |
| 9 | Miles Hayes | .8099 | 2000-2012 | |
| 10 | Jesus Irizarry | .7858 | 2005-2016 | |
| 11 | Tony Ochoa# | .7855 | 2012-2021 | |
| 12 | Juan Ortega# | .7733 | 2012-2021 | |
| 13 | John Jackson | .7675 | 2000-2009 | |
| 14 | George Reed | .7663 | 2000-2011 | |
| 15 | Danny Solis | .7520 | 2008-2019 | |
| 16 | Juan Gonzalez# | .7461 | 2013-2021 | |
| 17 | Gabriel Perez | .7420 | 2006-2018 | |
| 18 | Jorge Padilla | .7260 | 2009-2021 | |
| 19 | Maik Penn# | .7131 | 2016-2021 | |
| 20 | Aaron Kay | .7124 | 2000-2013 | |
| 21 | Jose Figueroa# | .6916 | 2011-2021 | |
| 22 | Osvaldo Avila# | .6886 | 2012-2021 | |
| 23 | Melvin Vargas | .6858 | 2006-2016 | |
| 24 | Gary Dineen | .6729 | 2000-2016 | |
| 25 | Julio Gonzalez | .6601 | 2007-2019 | |
| 26 | Bill Garcia | .6533 | 2006-2020 | |
| 27 | Ken Shaffer | .6430 | 2000-2009 | |
| 28 | Willie Martinez | .6385 | 2002-2011 | |
| 29 | Mike Beavers | .6267 | 2008-2020 | |
| 30 | Sean Baran# | .5266 | 2015-2021 |
