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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Skip Glendenning* | .5831 | 2016-2033 | |
| 2 | Shawn Huber* | .5940 | 2031-2050 | |
| 3 | Lorenzo de' Medici | .5962 | 2037-2056 | |
| 4 | Todd Stone# | .5980 | 2047-2058 | |
| 5 | Lionel Sanguinacco | .6133 | 2010-2025 | |
| 6 | Tiernan O'Macken | .6137 | 2040-2058 | |
| 7 | Pedro Espín | .6191 | 2010-2025 | |
| 8 | Mike Swanson* | .6234 | 2014-2026 | |
| 9 | Ángel Hernández | .6300 | 2039-2055 | |
| 10 | Jason Egan* | .6304 | 1997-2017 | |
| 11 | Luis Manuel Rodríguez | .6336 | 2043-2057 | |
| 12 | Cornelio Lozano | .6350 | 2040-2052 | |
| 13 | Ricardo Díaz* | .6354 | 2019-2038 | |
| 14 | James Browning | .6383 | 2041-2053 | |
| 15 | Manuel Cruz | .6433 | 2040-2054 | |
| 16 | Carlos Flores# | .6442 | 2043-2058 | |
| 17 | Bob Sanderson | .6450 | 2022-2037 | |
| 18 | Roberto Ramírez | .6508 | 2041-2056 | |
| 19 | Al Colbert | .6513 | 2042-2054 | |
| 20 | Carl MacNeill | .6529 | 2005-2015 | |
| 21 | Bill Constable# | .6533 | 2044-2057 | |
| 22 | Luis Tiant IV | .6539 | 2013-2026 | |
| 22 | Gary Wilson | .6539 | 2001-2019 | |
| 24 | Eduardo López | .6578 | 2021-2035 | |
| 25 | Rubén Vázquez# | .6593 | 2043-2058 | |
| 26 | Luis Freitas | .6602 | 2017-2027 | |
| 27 | Gilberto Sosa | .6606 | 2041-2055 | |
| 28 | Manny Bautista* | .6610 | 2017-2031 | |
| 29 | Keijo Reini | .6620 | 2041-2053 | |
| 30 | Marco Vitalle | .6624 | 2039-2049 | |
| 31 | Dave Corfield# | .6628 | 2046-2058 | |
| 32 | Paul Hogan | .6636 | 2002-2017 | |
| 33 | Miguel Datiz | .6653 | 2023-2034 | |
| 33 | Manuel Ramírez* | .6653 | 2018-2035 | |
| 35 | Cristián García | .6654 | 2041-2053 | |
| 35 | Bernie Stuart# | .6654 | 2045-2058 | |
| 37 | Gabriel Campos* | .6662 | 2012-2026 | |
| 38 | Enrique Gómez* | .6663 | 2022-2038 | |
| 39 | Alaric Wullenweber# | .6664 | 2041-2058 | |
| 40 | Derrick Chaney# | .6665 | 2045-2058 | |
| 40 | Jonathan Sorensen | .6665 | 2006-2024 | |
| 42 | Juan Quintero | .6671 | 1998-2016 | |
| 43 | José Olivarez | .6674 | 2022-2029 | |
| 44 | Juan Cerda | .6680 | 2041-2054 | |
| 45 | Ricardo Rivera | .6682 | 2039-2058 | |
| 46 | Robbie Sargent* | .6683 | 1998-2016 | |
| 47 | Stuart Pearce | .6688 | 2017-2031 | |
| 48 | Chris Malone | .6693 | 2000-2017 | |
| 49 | Javier Alomar | .6696 | 2006-2020 | |
| 50 | David Crocker | .6701 | 2000-2014 | |
| 51 | Tony Suárez | .6702 | 2017-2024 | |
| 52 | Christopher Stoller* | .6706 | 1996-2011 | |
| 53 | Barney Lindsay# | .6707 | 2045-2058 | |
| 54 | Brian Smith | .6708 | 2040-2056 | |
| 55 | Nelson Ramírez* | .6721 | 2020-2034 | |
| 56 | Phil Cole# | .6723 | 2046-2058 | |
| 57 | Jonathan Bowen | .6735 | 2021-2035 | |
| 58 | Michael Strathallan* | .6740 | 2005-2018 | |
| 59 | Joe King# | .6741 | 2052-2058 | |
| 60 | Amen Mitrani* | .6752 | 1995-2009 | |
| 61 | Billy Chapel, Jr.* | .6753 | 2017-2034 | |
| 62 | Martin Román# | .6764 | 2043-2058 | |
| 63 | Vassilis Zorba# | .6765 | 2048-2058 | |
| 64 | Adergazoz Ouakili | .6771 | 2036-2051 | |
| 65 | Robert Hanson# | .6772 | 2050-2058 | |
| 65 | Jorge García | .6772 | 2001-2016 | |
| 65 | Carlos Valle* | .6772 | 2035-2053 | |
| 68 | Steve Taub | .6783 | 1998-2010 | |
| 69 | Reynaldo Garza | .6787 | 2020-2036 | |
| 70 | Jay Lee* | .6793 | 1994-2009 | |
| 71 | Luis Ortega | .6798 | 2032-2047 | |
| 72 | Luis Salas | .6805 | 2013-2020 | |
| 73 | Gary Estes* | .6812 | 2017-2035 | |
| 74 | Tom Madonald* | .6815 | 2005-2021 | |
| 75 | Luis Gracía* | .6818 | 2028-2045 | |
| 76 | Jimmy McCabe | .6819 | 2011-2021 | |
| 77 | Christopher Pump, Jr. | .6822 | 2010-2024 | |
| 77 | Ollie Lowry# | .6822 | 2050-2058 | |
| 79 | José Chávez | .6843 | 2024-2038 | |
| 79 | Francisco Salgado# | .6843 | 2041-2058 | |
| 81 | António Hernández# | .6850 | 2048-2057 | |
| 81 | Steve Warren# | .6850 | 2046-2058 | |
| 83 | Dan Cannon* | .6857 | 2028-2044 | |
| 84 | Elvin Hilliard# | .6859 | 2047-2058 | |
| 85 | Joël Ottoboni | .6869 | 2039-2053 | |
| 86 | Stephen Best# | .6870 | 2047-2057 | |
| 87 | Davey Acheson* | .6879 | 2000-2017 | |
| 88 | Steve Hoffman* | .6882 | 2011-2029 | |
| 89 | Jon Chandler | .6884 | 2020-2035 | |
| 90 | Allen Kennedy | .6886 | 2008-2025 | |
| 91 | Philip Morris | .6889 | 2019-2032 | |
| 92 | Lawrence Columbus LaLoosh* | .6901 | 2026-2039 | |
| 93 | Albert Martínez | .6903 | 2010-2024 | |
| 94 | Brian King | .6907 | 2043-2055 | |
| 94 | Juan Jose Ornelas | .6907 | 2021-2035 | |
| 96 | Marvin Winston# | .6913 | 2044-2058 | |
| 97 | Jessie Wright | .6919 | 1997-2010 | |
| 98 | José Gutiérrez | .6925 | 2022-2036 | |
| 99 | Danya Tchekanov | .6934 | 2038-2053 | |
| 100 | Jorge Stanza | .6935 | 2018-2035 |
