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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | George Connolly# | 23 | 2018-2031 | |
| 2 | Roger Clemens* | 21 | 1984-2006 | |
| 3 | Bob Jenkins* | 18 | 2008-2023 | |
| 4 | Madison Bumgarner | 17 | 2014-2031 | |
| 4 | Joba Chamberlain | 17 | 2012-2027 | |
| 4 | Zack Greinke* | 17 | 2005-2020 | |
| 7 | Lee Myers# | 16 | 2019-2031 | |
| 8 | Brandon Webb* | 15 | 2004-2024 | |
| 9 | Chad Billingsley | 13 | 2008-2024 | |
| 10 | Allen Bailey | 12 | 2011-2023 | |
| 10 | Roy Halladay* | 12 | 1998-2014 | |
| 10 | Roy Oswalt* | 12 | 2001-2016 | |
| 10 | Javier Vazquez* | 12 | 1998-2013 | |
| 14 | Tim Lincecum | 11 | 2009-2025 | |
| 14 | Kevin Walters | 11 | 2003-2015 | |
| 16 | Cole Hamels* | 10 | 2007-2023 | |
| 16 | Gary Lefebvre | 10 | 2002-2016 | |
| 16 | Kevin Schaefer | 10 | 2012-2023 | |
| 19 | Jose Acevedo | 9 | 2002-2013 | |
| 19 | Jon Lieber | 9 | 1994-2009 | |
| 19 | Eddie Morgan* | 9 | 2005-2019 | |
| 19 | Jeff Shoemaker# | 9 | 2025-2031 | |
| 19 | Tito Smith# | 9 | 2020-2031 | |
| 19 | José Torres# | 9 | 2026-2031 | |
| 25 | Andy Ashby | 8 | 1991-2002 | |
| 25 | Chip Blake# | 8 | 2022-2030 | |
| 25 | R A Dickey | 8 | 2002-2018 | |
| 25 | John Halama | 8 | 1998-2008 | |
| 25 | Anthony Hunt | 8 | 2016-2028 | |
| 25 | Randy D Johnson | 8 | 1988-2003 | |
| 25 | Mark Mulder | 8 | 2000-2015 | |
| 25 | Daniel Patterson | 8 | 2017-2029 | |
| 25 | Jerry Patterson | 8 | 2002-2015 | |
| 25 | Tim Pulliam# | 8 | 2026-2031 | |
| 25 | CC Sabathia* | 8 | 2001-2019 | |
| 25 | Jeff Samardzija | 8 | 2009-2021 | |
| 25 | Aaron Sele* | 8 | 1993-2006 | |
| 25 | John Smoltz | 8 | 1988-2003 | |
| 39 | Raimondo Amberezzio# | 7 | 2026-2031 | |
| 39 | Jason Ellis | 7 | 2013-2027 | |
| 39 | Kevin Gregg | 7 | 2004-2017 | |
| 39 | Steve Karsay | 7 | 1993-2007 | |
| 39 | Noah Lowry | 7 | 2004-2015 | |
| 39 | Reece MacKinley | 7 | 2007-2024 | |
| 39 | Daron Maddox | 7 | 2015-2027 | |
| 39 | Major Pixel | 7 | 2007-2021 | |
| 47 | Jimmy Anderson | 6 | 1999-2011 | |
| 47 | Tommy Austin | 6 | 2014-2023 | |
| 47 | Heath Bell | 6 | 2004-2021 | |
| 47 | Wilford Chambers* | 6 | 2006-2025 | |
| 47 | Archie Esparza# | 6 | 2025-2031 | |
| 47 | Eldon Hernández | 6 | 2018-2026 | |
| 47 | Alfredo Huerta# | 6 | 2022-2030 | |
| 47 | Javier Martínez# | 6 | 2021-2026 | |
| 47 | Wade Miller | 6 | 1999-2012 | |
| 47 | Guillermo Mota | 6 | 1999-2010 | |
| 47 | António Negrón | 6 | 2015-2025 | |
| 47 | Chris Sharp# | 6 | 2021-2031 | |
| 47 | Dwight Tucker | 6 | 2011-2027 | |
| 47 | Roy Ward | 6 | 2014-2026 | |
| 47 | Dan Woods# | 6 | 2023-2031 | |
| 62 | Luis Anguiana# | 5 | 2026-2031 | |
| 62 | Ken Brandon | 5 | 2019-2029 | |
| 62 | Jerry Burrell# | 5 | 2016-2031 | |
| 62 | John Fletcher# | 5 | 2026-2031 | |
| 62 | Charlie Frohwirth | 5 | 2012-2024 | |
| 62 | Fred Hawkins | 5 | 2019-2028 | |
| 62 | Santiago Herrera | 5 | 2000-2018 | |
| 62 | Frank Larkin | 5 | 2000-2011 | |
| 62 | Raúl Mateo# | 5 | 2026-2031 | |
| 62 | Matt J Miller | 5 | 2003-2016 | |
| 62 | Bill Moore# | 5 | 2020-2031 | |
| 62 | Jake Peavy | 5 | 2002-2017 | |
| 62 | Roger Powell | 5 | 2020-2028 | |
| 62 | David Stevens | 5 | 2019-2030 | |
| 62 | Stephen Strasburg | 5 | 2011-2027 | |
| 62 | Garth Vaughn | 5 | 2008-2020 | |
| 62 | Diego Velázquez# | 5 | 2027-2031 | |
| 62 | Brian Wilson | 5 | 2007-2021 | |
| 80 | Mike J Adams | 4 | 2005-2017 | |
| 80 | Raúl Aguilar# | 4 | 2020-2031 | |
| 80 | Nolan Arnold | 4 | 2011-2022 | |
| 80 | John Axford | 4 | 2011-2023 | |
| 80 | Markus Bechler | 4 | 2014-2025 | |
| 80 | Jesús Bravo# | 4 | 2026-2031 | |
| 80 | Matt Cain | 4 | 2007-2020 | |
| 80 | Chris Carpenter | 4 | 1997-2009 | |
| 80 | Chris Cook# | 4 | 2020-2028 | |
| 80 | Carlos Cotter | 4 | 2008-2020 | |
| 80 | José Daniels | 4 | 2019-2029 | |
| 80 | Yu Darvish | 4 | 2012-2025 | |
| 80 | Jason Dickson | 4 | 1997-2006 | |
| 80 | Robert Dixon# | 4 | 2019-2031 | |
| 80 | Simon Duncombe | 4 | 2002-2017 | |
| 80 | Carlos Durán# | 4 | 2028-2031 | |
| 80 | Josh Fogg | 4 | 2001-2012 | |
| 80 | Eduard Fotachi# | 4 | 2019-2031 | |
| 80 | Geoff Geary | 4 | 2004-2019 | |
| 80 | Jesse Hayes# | 4 | 2019-2026 | |
| 80 | Felix Hernandez | 4 | 2009-2020 |
