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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SHO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Chuck Smith | 11 | 2008-2016 | |
| 2 | Mike Duncan | 8 | 2016-2021 | |
| 3 | António González | 7 | 2007-2021 | |
| 3 | Steve Hayes | 7 | 2014-2022 | |
| 3 | Jerome Williams | 7 | 2003-2016 | |
| 6 | Kyle Lohse | 6 | 2001-2014 | |
| 6 | Steven Miller | 6 | 2018-2029 | |
| 8 | Kevin Chamberlain | 5 | 2002-2011 | |
| 8 | Daniel Johnston# | 5 | 2025-2029 | |
| 8 | Phil Madocks | 5 | 2013-2020 | |
| 8 | Lorenzo Maldonado | 5 | 2012-2019 | |
| 8 | Bill Mann | 5 | 2014-2023 | |
| 8 | Kyle McClellan | 5 | 2014-2020 | |
| 8 | James Miller | 5 | 2016-2024 | |
| 15 | Nick Baker | 4 | 2013-2025 | |
| 15 | Phil Barnes | 4 | 2009-2020 | |
| 15 | Ryan Barojas | 4 | 2014-2017 | |
| 15 | Kris Benson | 4 | 2006-2010 | |
| 15 | Armando Galarraga | 4 | 2009-2021 | |
| 15 | Kevin Gaston | 4 | 2014-2018 | |
| 15 | Byron Guffin | 4 | 2010-2022 | |
| 15 | Dennis Kirby | 4 | 2009-2023 | |
| 15 | Mark Mulder | 4 | 2006-2014 | |
| 15 | Jeff Sawyer | 4 | 2005-2019 | |
| 15 | Ron Short | 4 | 2016-2020 | |
| 15 | Carlos Trinidad | 4 | 2002-2014 | |
| 15 | Richard Verhoeve# | 4 | 2024-2025 | |
| 15 | Raúl Zamora# | 4 | 2025-2031 | |
| 29 | Ned Ames | 3 | 2012-2023 | |
| 29 | Chris Barker | 3 | 2021-2025 | |
| 29 | Cole Brewer# | 3 | 2026-2030 | |
| 29 | Sean Burnett | 3 | 2005-2015 | |
| 29 | Andy Cameron | 3 | 2008-2015 | |
| 29 | Curt Cameron | 3 | 2000-2011 | |
| 29 | Keith Compton | 3 | 2002-2011 | |
| 29 | Bill Comyn# | 3 | 2024-2030 | |
| 29 | Javier Coronado | 3 | 2012-2020 | |
| 29 | Tom Coughlans | 3 | 2009-2019 | |
| 29 | Danny Davis | 3 | 2018-2030 | |
| 29 | Kyle Dawson | 3 | 2010-2017 | |
| 29 | Phil Duffy | 3 | 2016-2024 | |
| 29 | Terry Duffy | 3 | 2009-2020 | |
| 29 | José Escamilla | 3 | 2009-2016 | |
| 29 | Héctor García | 3 | 2002-2011 | |
| 29 | Geremi Gonzalez | 3 | 1997-2010 | |
| 29 | Glenn Grady | 3 | 2012-2021 | |
| 29 | Jeff Haley | 3 | 2007-2020 | |
| 29 | Vincent Hancock# | 3 | 2019-2031 | |
| 29 | Felix Hernandez | 3 | 2007-2021 | |
| 29 | Veríssimo Hervedeiro | 3 | 2004-2015 | |
| 29 | Gustavo Hidalgo# | 3 | 2026-2030 | |
| 29 | Abraham Hoover | 3 | 2013-2023 | |
| 29 | Les Huggins | 3 | 2010-2017 | |
| 29 | John Johnston | 3 | 2015-2025 | |
| 29 | Roberto Leal | 3 | 2009-2018 | |
| 29 | Enrico Manuel# | 3 | 2025-2031 | |
| 29 | Bob Martin | 3 | 2014-2025 | |
| 29 | Tony McKnight | 3 | 2000-2009 | |
| 29 | David Medich | 3 | 2016-2020 | |
| 29 | Dan Middleton | 3 | 2008-2018 | |
| 29 | Nathan Mitchell# | 3 | 2025-2031 | |
| 29 | Joe Moore | 3 | 2019-2028 | |
| 29 | Russ Ortiz | 3 | 1998-2010 | |
| 29 | Willie Parker | 3 | 2003-2015 | |
| 29 | Roger Powell | 3 | 2020-2031 | |
| 29 | Ricardo Rodriguez | 3 | 2002-2008 | |
| 29 | Eduardo Ruíz | 3 | 2015-2025 | |
| 29 | Anibal Sanchez | 3 | 2009-2010 | |
| 29 | Larry Sherman | 3 | 2002-2010 | |
| 29 | James Shields | 3 | 2008-2019 | |
| 29 | Andrés Silva | 3 | 2014-2025 | |
| 29 | Franklin Singleton | 3 | 2020-2024 | |
| 29 | Enrique Soto | 3 | 2002-2009 | |
| 29 | Jim Walsh# | 3 | 2024-2028 | |
| 29 | Mitch Ward | 3 | 2009-2019 | |
| 29 | Paul Williams | 3 | 2012-2026 | |
| 29 | Ed Wilson# | 3 | 2026-2031 | |
| 29 | Yong-hun Yi# | 3 | 2027-2031 | |
| 29 | Ryan Young | 3 | 2023-2027 | |
| 80 | Riccardo Aalbers# | 2 | 2030-2031 | |
| 80 | Adrian Ackermann | 2 | 2013-2026 | |
| 80 | Negussu Adewole | 2 | 2013-2019 | |
| 80 | Dan Ainslie | 2 | 2016-2027 | |
| 80 | Paul Aldrich | 2 | 2004-2018 | |
| 80 | Patrick Badger# | 2 | 2027-2031 | |
| 80 | Homer Bailey | 2 | 2013-2019 | |
| 80 | Roger Bailey | 2 | 2003-2016 | |
| 80 | Doug Ball | 2 | 2007-2021 | |
| 80 | Mike Bannon | 2 | 2003-2014 | |
| 80 | Ray Barrett | 2 | 2015-2018 | |
| 80 | William Barrett | 2 | 2022-2025 | |
| 80 | Denny Bautista | 2 | 2005-2015 | |
| 80 | Tom Bell | 2 | 2015-2023 | |
| 80 | Javier Bellini# | 2 | 2022-2030 | |
| 80 | Joaquin Benoit | 2 | 2001-2012 | |
| 80 | Christian Bentley | 2 | 2018-2024 | |
| 80 | Dusty Bowden# | 2 | 2028-2030 | |
| 80 | Tim Branch | 2 | 2016-2024 | |
| 80 | Waldo Brenton | 2 | 2000-2010 | |
| 80 | Wayne Brewis# | 2 | 2024-2029 |
