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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ryan Sherman | 1.000 | 2011 | |
| 1 | Mike Frye# | 1.000 | 2022 | |
| 3 | Ryan Sherman | .917 | 2012 | |
| 4 | Ryan Drese | .895 | 2010 | |
| 5 | Craig Breslow | .889 | 2009 | |
| 6 | Ken Brandon | .882 | 2019 | |
| 7 | António González | .875 | 2015 | |
| 7 | Emílio Aguilar | .875 | 2013 | |
| 7 | Chris Moore | .875 | 2016 | |
| 10 | Stanley High | .870 | 2017 | |
| 11 | José Escamilla | .867 | 2011 | |
| 12 | Joba Chamberlain | .864 | 2012 | |
| 13 | Bob Foreman | .857 | 2013 | |
| 13 | Dave Márquez | .857 | 2016 | |
| 13 | Denny Brooks | .857 | 2024 | |
| 16 | Mike King# | .850 | 2030 | |
| 16 | Les Huggins | .850 | 2014 | |
| 18 | Kevin Carver | .846 | 2016 | |
| 19 | Rick Snow# | .842 | 2025 | |
| 19 | Justin Masterson | .842 | 2011 | |
| 21 | Bob Schultz | .833 | 2012 | |
| 21 | Derek Duffy | .833 | 2003 | |
| 21 | Steve Hayes | .833 | 2014 | |
| 21 | Dave Myers | .833 | 2016 | |
| 25 | Jerome Williams | .826 | 2011 | |
| 25 | Julio Teheran | .826 | 2015 | |
| 27 | Todd Coffey | .824 | 2013 | |
| 27 | Steve Taylor | .824 | 2022 | |
| 27 | Willie E Adams | .824 | 2008 | |
| 27 | Jonathan O'Halloran# | .824 | 2024 | |
| 31 | Mike Campbell | .818 | 2010 | |
| 32 | Mike Thurman | .812 | 1999 | |
| 32 | Eric Pollock | .812 | 2005 | |
| 34 | George Yates | .810 | 2021 | |
| 34 | Will Davidson | .810 | 2013 | |
| 34 | José Pérez | .810 | 2010 | |
| 37 | Andrés Sánchez# | .800 | 2020 | |
| 37 | Walt Black | .800 | 2016 | |
| 37 | Ron Short | .800 | 2017 | |
| 37 | Denny Bautista | .800 | 2012 | |
| 37 | Erik Poppe# | .800 | 2031 | |
| 37 | Bradley McGuire | .800 | 2019 | |
| 37 | Chuck Smith | .800 | 2011 | |
| 37 | Ken Cowley# | .800 | 2027 | |
| 37 | Yovani Gallardo | .800 | 2020 | |
| 46 | Frank Edwards | .789 | 2021 | |
| 46 | Steve Hayes | .789 | 2016 | |
| 46 | Steve Hayes | .789 | 2017 | |
| 46 | Mike Bishop | .789 | 2002 | |
| 46 | Josh Towers | .789 | 2003 | |
| 46 | Hyung-kwang Pak# | .789 | 2030 | |
| 46 | Kyle Lohse | .789 | 2014 | |
| 46 | Steve Hayes | .789 | 2019 | |
| 46 | José Hernández | .789 | 2004 | |
| 46 | Júlio Martínez# | .789 | 2028 | |
| 56 | Brad Penny | .786 | 2007 | |
| 56 | Ron Evans | .786 | 2017 | |
| 58 | Cameron Pierce | .783 | 2018 | |
| 59 | Brad Penny | .778 | 2006 | |
| 59 | Jason Yoder | .778 | 2023 | |
| 59 | Tim Redding | .778 | 2008 | |
| 59 | Mark Mulder | .778 | 2014 | |
| 59 | Kyle Lynch | .778 | 2014 | |
| 59 | Damian Moss | .778 | 2005 | |
| 65 | Steve Hayes | .773 | 2015 | |
| 65 | Pedro González | .773 | 2016 | |
| 65 | Todd Coffey | .773 | 2009 | |
| 68 | Bob Anderson | .769 | 2019 | |
| 69 | Júlio Martínez# | .765 | 2027 | |
| 69 | Greg Springer# | .765 | 2021 | |
| 69 | Veríssimo Hervedeiro | .765 | 2015 | |
| 69 | Chris Barker | .765 | 2021 | |
| 69 | Larry Sherman | .765 | 2009 | |
| 69 | Gijs de Beeld# | .765 | 2028 | |
| 69 | Matt Ellis# | .765 | 2022 | |
| 69 | Andrés Sandoval# | .765 | 2031 | |
| 69 | Luuk Trierum# | .765 | 2031 | |
| 69 | Doug Brocail | .765 | 2000 | |
| 79 | Rob Bowling# | .762 | 2028 | |
| 79 | Ryan Harrison | .762 | 2005 | |
| 79 | Mike Campbell | .762 | 2009 | |
| 79 | William Elliott | .762 | 2013 | |
| 79 | Kyle Lohse | .762 | 2001 | |
| 79 | Ryan Glynn | .762 | 2001 | |
| 85 | Jarrod Schmidt | .750 | 2017 | |
| 85 | Aaron Goodman | .750 | 2007 | |
| 85 | Sugita Shirai# | .750 | 2026 | |
| 85 | Veríssimo Hervedeiro | .750 | 2004 | |
| 85 | Abraham Perea# | .750 | 2030 | |
| 85 | Chuck Smith | .750 | 2010 | |
| 85 | Chuck Smith | .750 | 2012 | |
| 85 | Nelson Taylor# | .750 | 2027 | |
| 85 | Ben Langlinais | .750 | 2021 | |
| 85 | Kyle Lohse | .750 | 2012 | |
| 85 | Chuck Smith | .750 | 2009 | |
| 85 | Paco Padilla# | .750 | 2024 | |
| 85 | Jason Williams | .750 | 2015 | |
| 85 | Flynn Garrett | .750 | 2012 | |
| 85 | Kyle Dawson | .750 | 2012 | |
| 85 | Nick Bradley | .750 | 2006 |
