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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Andres Rivero# | .4695 | 2029 | |
| 2 | Madison Bumgarner | .4799 | 2008 | |
| 3 | Clayton Andrews | .4864 | 1998 | |
| 4 | Carlos Carrasco | .4879 | 2006 | |
| 5 | Matt Maloney | .4985 | 2006 | |
| 6 | Connor Graham | .5012 | 2008 | |
| 7 | Blaze Jordan# | .5186 | 2008 | |
| 8 | Kendry Flores | .5187 | 2013 | |
| 9 | Brandon Duckworth | .5222 | 1998 | |
| 10 | Zak Kent | .5278 | 2025 | |
| 11 | Kevin Pucetas | .5279 | 2007 | |
| 12 | Adam Cowart | .5338 | 2007 | |
| 13 | Shane Drohan | .5369 | 2023 | |
| 14 | Jhonathan Diaz# | .5394 | 2018 | |
| 15 | Dave McCormick# | .5400 | 2029 | |
| 16 | Josh Paine# | .5450 | 2027 | |
| 17 | Josh Outman | .5453 | 2006 | |
| 18 | Mike Soroka | .5478 | 2016 | |
| 19 | Ronni Montero# | .5479 | 2027 | |
| 20 | Alex Wells | .5483 | 2017 | |
| 21 | Kenn Kasparek | .5490 | 2009 | |
| 22 | Zack Britton | .5496 | 2008 | |
| 23 | Taylor S. Rogers | .5502 | 2011 | |
| 24 | Merkin Valdez | .5504 | 2003 | |
| 25 | Graham Taylor | .5505 | 2007 | |
| 26 | John Van Benschoten | .5519 | 2002 | |
| 27 | Ben Snyder | .5530 | 2007 | |
| 28 | Seth McClung | .5601 | 2001 | |
| 29 | Carlos Velez | .5613 | 2025 | |
| 30 | Ron Blazier | .5617 | 1992 | |
| 31 | Jamie Arnold | .5625 | 1993 | |
| 32 | Mike Rathwell# | .5626 | 2025 | |
| 33 | Joe Levins | .5639 | 2025 | |
| 34 | Armando Furuta# | .5661 | 2029 | |
| 35 | Zach Duke | .5666 | 2003 | |
| 36 | Joe Martinez | .5667 | 2006 | |
| 37 | Jim Magrane | .5678 | 2000 | |
| 38 | Cedrick Bowers | .5683 | 1997 | |
| 39 | Tyler Owens# | .5719 | 2023 | |
| 40 | Todd Redmond | .5728 | 2006 | |
| 41 | Jack Egbert | .5732 | 2005 | |
| 42 | Dave Borkowski | .5743 | 1996 | |
| 43 | Danny Obregon# | .5750 | 2026 | |
| 43 | Jonathan Goade# | .5750 | 2026 | |
| 45 | Yoel Hernandez | .5762 | 2001 | |
| 46 | Ben Kozlowski | .5776 | 2001 | |
| 47 | Zach Phillips | .5780 | 2007 | |
| 48 | Ron Allred# | .5784 | 2029 | |
| 49 | Robinson Tejeda | .5793 | 2001 | |
| 50 | Jordan Lyles | .5809 | 2009 | |
| 51 | Josh Paine# | .5843 | 2026 | |
| 52 | Matt Montgomery | .5848 | 2010 | |
| 53 | Bob Taylor# | .5856 | 2029 | |
| 54 | Kyle Davies | .5869 | 2003 | |
| 55 | Wilkins Arias | .5875 | 2006 | |
| 56 | Antonio Senzatela | .5884 | 2014 | |
| 57 | Gary Glover | .5914 | 1997 | |
| 58 | Zak Kent | .5917 | 2026 | |
| 59 | Pete Denney# | .5918 | 2029 | |
| 60 | Josh Shedd# | .5940 | 2029 | |
| 60 | Chris Nelson# | .5940 | 2029 | |
| 62 | Fernando Nieve | .5948 | 2003 | |
| 63 | Sean Holder# | .5953 | 2025 | |
| 64 | Eric Hurley | .5960 | 2005 | |
| 65 | Cristian Alvarado | .5975 | 2016 | |
| 66 | Mario Alejo# | .5978 | 2029 | |
| 67 | Esteban Yan | .5984 | 1994 | |
| 68 | Zach Miner | .5990 | 2002 | |
| 69 | Nate Kelsey# | .5991 | 2027 | |
| 70 | Henry Nunez | .6002 | 2025 | |
| 71 | Drew Rom# | .6004 | 2023 | |
| 72 | Robert Bono | .6027 | 2009 | |
| 73 | Jason Kershner | .6037 | 1996 | |
| 74 | Danny Ramirez# | .6047 | 2027 | |
| 75 | Sean Castleberry# | .6072 | 2028 | |
| 76 | Jason Boyd | .6085 | 1995 | |
| 77 | Josh Shedd# | .6096 | 2028 | |
| 78 | Rob Paschall# | .6105 | 2029 | |
| 79 | Leury Tejada# | .6108 | 2026 | |
| 80 | Brett Myers | .6111 | 2000 | |
| 81 | Anthony Veneziano | .6117 | 2025 | |
| 82 | Ben Alsup | .6128 | 2012 | |
| 83 | John Grabow | .6131 | 1999 | |
| 84 | Michael King | .6137 | 2017 | |
| 85 | Bruce Billings | .6138 | 2008 | |
| 86 | Tavo Alvarez | .6144 | 1991 | |
| 87 | Felix Crespo# | .6145 | 2028 | |
| 87 | Chris Heston | .6145 | 2010 | |
| 89 | Brian Gonzalez | .6155 | 2016 | |
| 90 | Jamie Syrett# | .6175 | 2025 | |
| 91 | Cameron Bayne | .6179 | 2010 | |
| 92 | Jesus Guardanapos# | .6182 | 2027 | |
| 92 | Esteban Loaiza | .6182 | 1992 | |
| 94 | Manny Contreras# | .6188 | 2028 | |
| 95 | Alex Saavedra# | .6191 | 2029 | |
| 96 | Lucas Humpal | .6207 | 2017 | |
| 97 | John Bale | .6241 | 1997 | |
| 98 | Chris Bowerman# | .6252 | 2026 | |
| 99 | Johendi Jiminian | .6253 | 2014 | |
| 100 | Pedro Beato | .6271 | 2007 |
