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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Gabe Kennedy | .3567 | 2032 | |
| 2 | Merkin Valdez | .4257 | 2002 | |
| 3 | Juan Gasca# | .4332 | 2039 | |
| 4 | Steve Kuster# | .4462 | 2036 | |
| 5 | Jose A. Ramirez | .4536 | 2009 | |
| 6 | Jorge Ruano# | .4683 | 2036 | |
| 7 | Zach Duke | .4746 | 2002 | |
| 8 | Yoel Hernandez | .4771 | 2000 | |
| 9 | Juan Meneses# | .4874 | 2034 | |
| 10 | Phil Watson# | .4884 | 2035 | |
| 11 | Federico Dicochea# | .4907 | 2040 | |
| 12 | Andy Holtzclaw# | .4942 | 2044 | |
| 13 | Denny Bautista | .5059 | 2000 | |
| 14 | Rafael Montero | .5108 | 2011 | |
| 15 | Nick Hanson | .5148 | 2020 | |
| 16 | Benny Jeffrey# | .5175 | 2033 | |
| 17 | Rogelio Aguilar# | .5177 | 2034 | |
| 18 | Chris Fortier# | .5268 | 2040 | |
| 19 | Zach Clark | .5276 | 2006 | |
| 20 | Mike Kruger | .5318 | 2024 | |
| 21 | Kelvim Escobar | .5320 | 1994 | |
| 22 | Rogelio Aguilar# | .5352 | 2033 | |
| 23 | Arturo Aguilar# | .5360 | 2033 | |
| 24 | Vince Carpenter | .5408 | 2026 | |
| 25 | Jim Foster | .5457 | 2030 | |
| 26 | Jairo Asencio | .5465 | 2004 | |
| 27 | Jeurys Familia | .5470 | 2008 | |
| 28 | Arturo Aguilar# | .5476 | 2034 | |
| 29 | Josh Aker# | .5478 | 2035 | |
| 30 | Mike Kruger | .5485 | 2022 | |
| 31 | Cole McCurry | .5532 | 2007 | |
| 32 | Luis Cessa | .5544 | 2011 | |
| 33 | Rosman Garcia | .5571 | 1998 | |
| 34 | Jhonathan Diaz | .5574 | 2016 | |
| 35 | Alfredo Llerena# | .5581 | 2032 | |
| 36 | Jeremy Martin# | .5588 | 2038 | |
| 37 | Tommy Richie | .5590 | 2032 | |
| 38 | Luis Ravelo | .5615 | 2033 | |
| 39 | Danny Rodriguez# | .5654 | 2046 | |
| 40 | Ronald Belisario | .5672 | 2001 | |
| 41 | Juan Alvarado# | .5673 | 2036 | |
| 42 | Steve Black# | .5710 | 2036 | |
| 43 | Juan Ciuffo# | .5716 | 2039 | |
| 44 | Ernesto Irizarry# | .5759 | 2041 | |
| 45 | Ernesto Guiza | .5772 | 2027 | |
| 46 | Gregorio Vera# | .5798 | 2036 | |
| 47 | Nick Hanson | .5815 | 2018 | |
| 48 | Joel Carreno | .5850 | 2007 | |
| 49 | Steve Faulkner# | .5851 | 2036 | |
| 50 | Gabriel Ynoa | .5883 | 2011 | |
| 51 | Jorge Ruano# | .5891 | 2035 | |
| 52 | Cedrick Bowers | .5911 | 1996 | |
| 53 | Randy Gosnell | .5913 | 2031 | |
| 54 | Layne Bale | .5914 | 2031 | |
| 55 | Greg Hicks | .5918 | 2031 | |
| 56 | Pete Doherty# | .5922 | 2039 | |
| 57 | Arturo Romero | .5928 | 2028 | |
| 58 | Steve Black# | .5954 | 2037 | |
| 59 | Sandy Alcantara | .5956 | 2015 | |
| 60 | Este Corosi# | .5958 | 2038 | |
| 61 | Jeff Vierling# | .5970 | 2034 | |
| 62 | Amare Provitt | .5971 | 2031 | |
| 63 | Sergio Peralta# | .5991 | 2035 | |
| 64 | Chris McGowan# | .5997 | 2038 | |
| 65 | Sergio Zapata# | .5999 | 2032 | |
| 66 | Jorge Curbelo# | .6005 | 2036 | |
| 67 | Luis de Alba | .6048 | 2019 | |
| 68 | Erik Carson | .6050 | 2037 | |
| 69 | Sandy Baez | .6061 | 2014 | |
| 70 | T.J. Noland# | .6079 | 2036 | |
| 71 | Rodolfo Medina# | .6082 | 2034 | |
| 72 | Chris Mahowald# | .6089 | 2035 | |
| 73 | Jeremy Gibson# | .6125 | 2036 | |
| 74 | Scott Rice | .6155 | 2001 | |
| 75 | Luis de Alba | .6156 | 2018 | |
| 76 | Luis Ravelo | .6166 | 2032 | |
| 77 | Denim Menefield | .6169 | 2028 | |
| 78 | Alfredo Zamorano | .6189 | 2029 | |
| 79 | Steve Alford# | .6190 | 2045 | |
| 80 | Jorge Maldonado# | .6202 | 2034 | |
| 81 | Deivi Diaz | .6216 | 2020 | |
| 82 | DeMario Pintalho | .6226 | 2028 | |
| 83 | Brian Roll# | .6229 | 2046 | |
| 84 | Juan Orellana# | .6247 | 2036 | |
| 85 | Roman Colon | .6248 | 1997 | |
| 86 | B.J. Marion# | .6259 | 2033 | |
| 87 | Sergio Peralta# | .6267 | 2036 | |
| 88 | Josh Hilgenberg | .6277 | 2028 | |
| 88 | Eric Ekstrand# | .6277 | 2034 | |
| 90 | Eric Rader# | .6280 | 2035 | |
| 91 | Jorge Farfan | .6282 | 2026 | |
| 92 | Mike Richey# | .6284 | 2042 | |
| 93 | Jeremy Millis | .6305 | 2023 | |
| 94 | Alfredo Llerena# | .6308 | 2033 | |
| 95 | Dave Brickey# | .6309 | 2041 | |
| 96 | Brad Taylor | .6316 | 2032 | |
| 97 | D.J. Yeomans# | .6323 | 2034 | |
| 97 | Sergio Zapata# | .6323 | 2031 | |
| 99 | Steve Zamano | .6331 | 2025 | |
| 100 | Luis Guerra# | .6336 | 2035 |
