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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Lee Myers# | 15 | 2019-2031 | |
| 2 | Joba Chamberlain | 12 | 2012-2027 | |
| 2 | Bob Jenkins* | 12 | 2008-2023 | |
| 2 | Tim Lincecum | 12 | 2009-2025 | |
| 2 | CC Sabathia* | 12 | 2001-2019 | |
| 6 | Major Pixel | 11 | 2007-2021 | |
| 7 | Madison Bumgarner | 9 | 2014-2031 | |
| 7 | Eduard Fotachi# | 9 | 2019-2031 | |
| 7 | Zack Greinke* | 9 | 2005-2020 | |
| 7 | Scott Kazmir | 9 | 2004-2019 | |
| 7 | Jon Lieber | 9 | 1994-2009 | |
| 7 | Roy Ward | 9 | 2014-2026 | |
| 13 | George Connolly# | 8 | 2018-2031 | |
| 13 | Anthony Hunt | 8 | 2016-2028 | |
| 13 | Keith McCoy# | 8 | 2020-2031 | |
| 13 | Aaron Sele* | 8 | 1993-2006 | |
| 17 | Roger Clemens* | 7 | 1984-2006 | |
| 17 | Howard Littlewood# | 7 | 2020-2031 | |
| 17 | Steve Nebraska | 7 | 2005-2018 | |
| 17 | Eduardo Prado# | 7 | 2020-2031 | |
| 17 | James Ryan# | 7 | 2017-2027 | |
| 17 | Brian Wilson | 7 | 2007-2021 | |
| 23 | Jimmy Anderson | 6 | 1999-2011 | |
| 23 | Tommy Austin | 6 | 2014-2023 | |
| 23 | Chad Billingsley | 6 | 2008-2024 | |
| 23 | Chip Blake# | 6 | 2022-2030 | |
| 23 | Matt Cain | 6 | 2007-2020 | |
| 23 | Jason Ellis | 6 | 2013-2027 | |
| 23 | Archie Esparza# | 6 | 2025-2031 | |
| 23 | John Fletcher# | 6 | 2026-2031 | |
| 23 | Gary Lefebvre | 6 | 2002-2016 | |
| 23 | Noah Lowry | 6 | 2004-2015 | |
| 23 | Julián Martínez | 6 | 2007-2019 | |
| 23 | Miguel Moreno# | 6 | 2020-2031 | |
| 23 | Eddie Morgan* | 6 | 2005-2019 | |
| 23 | Mark Mulder | 6 | 2000-2015 | |
| 23 | Tito Smith# | 6 | 2020-2031 | |
| 23 | Stephen Strasburg | 6 | 2011-2027 | |
| 23 | José Torres# | 6 | 2026-2031 | |
| 23 | Javier Vazquez* | 6 | 1998-2013 | |
| 23 | Luis Vigil# | 6 | 2019-2027 | |
| 23 | Brandon Webb* | 6 | 2004-2024 | |
| 43 | Jose Acevedo | 5 | 2002-2013 | |
| 43 | Andy Ashby | 5 | 1991-2002 | |
| 43 | Allen Bailey | 5 | 2011-2023 | |
| 43 | Andrew Bailey | 5 | 2010-2021 | |
| 43 | Héctor Bernal# | 5 | 2024-2031 | |
| 43 | Jesús Bravo# | 5 | 2026-2031 | |
| 43 | Mark Buehrle | 5 | 2000-2016 | |
| 43 | Jerry Burrell# | 5 | 2016-2031 | |
| 43 | Gerrit Cole# | 5 | 2022-2031 | |
| 43 | Carlos Cotter | 5 | 2008-2020 | |
| 43 | Anderson Fergerson | 5 | 2014-2028 | |
| 43 | Cole Hamels* | 5 | 2007-2023 | |
| 43 | Felix Hernandez | 5 | 2009-2020 | |
| 43 | Dick Hulse | 5 | 2009-2021 | |
| 43 | Kyle Jones | 5 | 2016-2025 | |
| 43 | Reece MacKinley | 5 | 2007-2024 | |
| 43 | Shelby Miller | 5 | 2016-2027 | |
| 43 | Angel Miranda | 5 | 1993-2006 | |
| 43 | Craig O'Brien# | 5 | 2026-2030 | |
| 43 | Roy Oswalt* | 5 | 2001-2016 | |
| 43 | Julian Owen# | 5 | 2021-2031 | |
| 43 | Daniel Patterson | 5 | 2017-2029 | |
| 43 | Jake Peavy | 5 | 2002-2017 | |
| 43 | Ian Richardson | 5 | 2009-2019 | |
| 43 | Ignacio Rodríguez | 5 | 2002-2015 | |
| 43 | David Stevens | 5 | 2019-2030 | |
| 43 | Brent Strong | 5 | 2024-2028 | |
| 43 | Roberto Sánchez# | 5 | 2027-2031 | |
| 43 | Rodney Sánchez# | 5 | 2022-2031 | |
| 43 | Dwight Tucker | 5 | 2011-2027 | |
| 43 | Juan Velázquez# | 5 | 2025-2031 | |
| 43 | Dan Wilkerson# | 5 | 2023-2031 | |
| 43 | Dan Woods# | 5 | 2023-2031 | |
| 43 | Carlos Zambrano | 5 | 2001-2019 | |
| 77 | Luis Aguilar# | 4 | 2027-2031 | |
| 77 | Ed Anderson | 4 | 2018-2030 | |
| 77 | Luis Anguiana# | 4 | 2026-2031 | |
| 77 | Nolan Arnold | 4 | 2011-2022 | |
| 77 | Rod Beck | 4 | 1991-2004 | |
| 77 | Josh Beckett* | 4 | 2001-2020 | |
| 77 | Kent Bottenfield | 4 | 1994-2006 | |
| 77 | Clarence Burch# | 4 | 2023-2031 | |
| 77 | Rich Burton | 4 | 2018-2030 | |
| 77 | Chris Carpenter | 4 | 1997-2009 | |
| 77 | Pedro Castro | 4 | 2012-2022 | |
| 77 | John Christensen | 4 | 2015-2024 | |
| 77 | Brad Cochran | 4 | 2019-2027 | |
| 77 | Yu Darvish | 4 | 2012-2025 | |
| 77 | Dave Dowden | 4 | 2017-2027 | |
| 77 | Eric DuBose | 4 | 2002-2015 | |
| 77 | Cliff Dupuis | 4 | 2018-2027 | |
| 77 | Kelvim Escobar | 4 | 1997-2018 | |
| 77 | Pedro Figueroa | 4 | 2012-2025 | |
| 77 | Jorge Flores# | 4 | 2025-2031 | |
| 77 | Josh Fogg | 4 | 2001-2012 | |
| 77 | Sergio Guerrero# | 4 | 2023-2031 | |
| 77 | John Halama | 4 | 1998-2008 | |
| 77 | Roy Halladay* | 4 | 1998-2014 |
