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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Bob Schultz | .2039 | 2011 | |
| 2 | Daron Maddox | .2375 | 2014 | |
| 3 | Aaron Goodman | .2500 | 2004 | |
| 4 | Michael Pineda | .2569 | 2013 | |
| 5 | Sidney Ponson | .2663 | 2000 | |
| 6 | Glen Casey | .2680 | 2010 | |
| 7 | Carlos Ramírez | .2710 | 2005 | |
| 8 | Eddie Morgan* | .2719 | 2004 | |
| 9 | Takashi Saito | .2729 | 2009 | |
| 10 | Matt Cain | .2730 | 2006 | |
| 11 | Joel Zumaya | .2740 | 2009 | |
| 12 | Diego Madraso | .2748 | 2004 | |
| 12 | Lawrence Baker | .2748 | 2005 | |
| 14 | Kyle McClellan | .2756 | 2011 | |
| 15 | José Domínguez# | .2768 | 2027 | |
| 16 | Brad Halsey | .2778 | 2004 | |
| 16 | Raúl Soto# | .2778 | 2025 | |
| 18 | Jim Parque | .2784 | 2008 | |
| 19 | Xavier Fallon | .2808 | 2012 | |
| 20 | Aaron Starr | .2828 | 2008 | |
| 21 | José Hernández | .2835 | 2003 | |
| 22 | Willie Nicholson | .2845 | 2013 | |
| 23 | Kyle Grant | .2846 | 2009 | |
| 24 | Tim Williams | .2857 | 2008 | |
| 25 | Rob Patterson | .2862 | 2002 | |
| 26 | Juan Montoya | .2864 | 2009 | |
| 27 | Martin Hensley# | .2866 | 2025 | |
| 28 | Manny Limón | .2869 | 2008 | |
| 29 | Brad Ziegler | .2876 | 2012 | |
| 30 | Chad Billingsley | .2881 | 2007 | |
| 31 | Ken Cloude | .2890 | 2008 | |
| 32 | Tony McKnight | .2892 | 2006 | |
| 33 | Benjamin Taylor | .2911 | 2003 | |
| 33 | Chuck Smith | .2911 | 2008 | |
| 35 | Pablo Salazar | .2922 | 2005 | |
| 36 | Ubaldo Jimenez | .2929 | 2009 | |
| 37 | Ian Kennedy | .2932 | 2008 | |
| 38 | Charles Jackson | .2937 | 2007 | |
| 39 | Ben Holmes | .2940 | 2002 | |
| 39 | Pedro Castro | .2940 | 2010 | |
| 41 | Aaron Goodman | .2945 | 2003 | |
| 42 | Barry Cross | .2952 | 2021 | |
| 43 | Pancho Rivera | .2958 | 2005 | |
| 43 | Mathew Quick | .2958 | 2005 | |
| 45 | Kevin Jepsen | .2961 | 2010 | |
| 46 | Richard Sims | .2980 | 2010 | |
| 47 | Jim Blackwell# | .2983 | 2031 | |
| 48 | Will Terry | .2986 | 2013 | |
| 49 | Arlen Johnson | .2987 | 2011 | |
| 49 | Francisco Macías# | .2987 | 2025 | |
| 51 | Jair Jurrjens | .2994 | 2011 | |
| 51 | Gerard Matthews | .2994 | 2013 | |
| 51 | Burl Kelley | .2994 | 2011 | |
| 54 | Tim Lincecum | .2999 | 2008 | |
| 54 | Jack Roberts | .2999 | 2014 | |
| 56 | Cisco Ortega# | .3004 | 2031 | |
| 57 | Kyle Hanson | .3011 | 2003 | |
| 58 | Leonardo Rodríguez | .3022 | 2008 | |
| 59 | Matt Garza | .3023 | 2008 | |
| 60 | Paul Williams | .3025 | 2011 | |
| 61 | Gio Gonzalez | .3026 | 2011 | |
| 62 | Pablo Silva | .3027 | 2021 | |
| 62 | Ed Williams | .3027 | 2014 | |
| 62 | Bob Foreman | .3027 | 2010 | |
| 65 | Casey Janssen | .3029 | 2012 | |
| 66 | Joaquin Benoit | .3035 | 2006 | |
| 67 | Peter Owen | .3039 | 2011 | |
| 68 | River Turner# | .3044 | 2031 | |
| 69 | Nick Bradley | .3049 | 2004 | |
| 70 | Jimmy Haynes | .3052 | 1995 | |
| 71 | Anibal Sanchez | .3055 | 2008 | |
| 72 | Josh Brown | .3056 | 2011 | |
| 72 | Charles Jackson | .3056 | 2006 | |
| 74 | Nick Baker | .3057 | 2012 | |
| 74 | Jonathan Broxton | .3057 | 2007 | |
| 76 | Mike Evans | .3059 | 2010 | |
| 77 | José Féliz | .3061 | 2010 | |
| 78 | Jorge Cuesta | .3067 | 2002 | |
| 79 | Alejandro Bruno# | .3075 | 2027 | |
| 80 | Louis Hamel | .3076 | 2006 | |
| 81 | Diego Velázquez# | .3077 | 2024 | |
| 81 | Anthony Fields | .3077 | 2012 | |
| 83 | Archie Anderson | .3080 | 2008 | |
| 84 | Carl van Hulst# | .3090 | 2029 | |
| 85 | Terry Duffy | .3093 | 2009 | |
| 86 | Dustin Sterling | .3095 | 2023 | |
| 87 | Will Terry | .3096 | 2012 | |
| 88 | Kevin Jepsen | .3101 | 2011 | |
| 89 | C J Nitkowski | .3102 | 1995 | |
| 90 | Joba Chamberlain | .3110 | 2010 | |
| 91 | Robert Weaver | .3111 | 2015 | |
| 91 | Alfredo Guerrero | .3111 | 2002 | |
| 93 | Matt Moore | .3113 | 2012 | |
| 94 | Randy Sutton | .3115 | 2007 | |
| 95 | Glen Casey | .3122 | 2007 | |
| 95 | Pedro Souza# | .3122 | 2030 | |
| 95 | Jeriome Robertson | .3122 | 2005 | |
| 98 | Paul Phelps | .3132 | 2012 | |
| 99 | Stanley Glavine | .3134 | 2012 | |
| 100 | Russell Bird | .3136 | 2003 |
