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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SHO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Francisco Valéncia | 6 | 2013-2023 | |
| 1 | Robert Weaver | 6 | 2014-2021 | |
| 3 | Porter Powers | 5 | 2008-2014 | |
| 4 | Russell Bird | 4 | 2001-2014 | |
| 4 | Edmund Davis | 4 | 2014-2023 | |
| 4 | Kevin Davis | 4 | 2013-2015 | |
| 4 | Derek Holland | 4 | 2013-2022 | |
| 4 | Matt Hortez# | 4 | 2028-2031 | |
| 4 | Jack Roberts | 4 | 2014-2023 | |
| 10 | Norm Adams | 3 | 2010-2023 | |
| 10 | Tim Branch | 3 | 2014-2019 | |
| 10 | Glenn Brown | 3 | 2008-2015 | |
| 10 | Andy Cameron | 3 | 2006-2017 | |
| 10 | Chad Durbin | 3 | 1999-2008 | |
| 10 | Anthony Fields | 3 | 2011-2012 | |
| 10 | Eric Ford# | 3 | 2023-2024 | |
| 10 | José Gonzáles | 3 | 2017-2018 | |
| 10 | Aaron Goodman | 3 | 2003-2004 | |
| 10 | Byron Guffin | 3 | 2010-2021 | |
| 10 | Orlando Herrera# | 3 | 2025-2030 | |
| 10 | Stanley High | 3 | 2016-2016 | |
| 10 | Casey Janssen | 3 | 2011-2015 | |
| 10 | Carlton Johnston | 3 | 2014-2015 | |
| 10 | Steve Livingston | 3 | 2014-2020 | |
| 10 | Huibert Meijer# | 3 | 2025-2025 | |
| 10 | Bob Parker | 3 | 2016-2022 | |
| 10 | Mathew Quick | 3 | 2000-2007 | |
| 10 | Kelly Shoemaker | 3 | 2003-2008 | |
| 10 | Michael Smart# | 3 | 2027-2030 | |
| 10 | Andrés Sánchez# | 3 | 2016-2018 | |
| 10 | Joe Townsend | 3 | 2015-2018 | |
| 10 | Robert Zavala# | 3 | 2026-2029 | |
| 33 | Bill Beck# | 2 | 2024-2029 | |
| 33 | Tyler Bell | 2 | 2015-2021 | |
| 33 | Joaquin Benoit | 2 | 2003-2011 | |
| 33 | Chad Billingsley | 2 | 2007-2007 | |
| 33 | Walt Black | 2 | 2015-2015 | |
| 33 | Kick Boer# | 2 | 2028-2029 | |
| 33 | Allan Boyd | 2 | 2002-2002 | |
| 33 | David Brewster | 2 | 2016-2016 | |
| 33 | Eric Budo# | 2 | 2022-2028 | |
| 33 | David Bush | 2 | 2004-2017 | |
| 33 | Larry Byrd | 2 | 2003-2011 | |
| 33 | Álvaro Calderón | 2 | 2017-2023 | |
| 33 | John Christensen | 2 | 2014-2015 | |
| 33 | Kevin Cleveland# | 2 | 2023-2026 | |
| 33 | César Cruz | 2 | 2022-2025 | |
| 33 | Nick Davis | 2 | 2006-2015 | |
| 33 | Pepe Davis | 2 | 2015-2020 | |
| 33 | Robert Dixon# | 2 | 2017-2019 | |
| 33 | Ron Dixon | 2 | 2018-2023 | |
| 33 | Greg Douglas# | 2 | 2020-2021 | |
| 33 | Millard Doyle# | 2 | 2027-2028 | |
| 33 | Melvin Dunn | 2 | 2014-2014 | |
| 33 | Cliff Dupuis | 2 | 2017-2017 | |
| 33 | Juan Espinosa# | 2 | 2024-2024 | |
| 33 | Xavier Fallon | 2 | 2010-2012 | |
| 33 | Andre Ford | 2 | 2017-2017 | |
| 33 | José Féliz | 2 | 2009-2021 | |
| 33 | Martín Gareia | 2 | 2012-2013 | |
| 33 | Dave Gilbert | 2 | 2016-2016 | |
| 33 | José Gutiérrez# | 2 | 2025-2031 | |
| 33 | Eren Günver | 2 | 2023-2028 | |
| 33 | Jeff Haley | 2 | 2006-2020 | |
| 33 | Jim Hines# | 2 | 2021-2022 | |
| 33 | Dan Holland# | 2 | 2021-2022 | |
| 33 | Rupert Hunt# | 2 | 2026-2031 | |
| 33 | Jermaine Jones | 2 | 2016-2022 | |
| 33 | Lou Jones | 2 | 2017-2018 | |
| 33 | José Juárez | 2 | 2004-2014 | |
| 33 | Aidan Kendal | 2 | 2013-2018 | |
| 33 | David Logan# | 2 | 2017-2019 | |
| 33 | Louis Lévy# | 2 | 2023-2024 | |
| 33 | Albert López | 2 | 2001-2012 | |
| 33 | Daron Maddox | 2 | 2014-2014 | |
| 33 | Lorenzo Maldonado | 2 | 2011-2012 | |
| 33 | Zach Marshall | 2 | 2006-2016 | |
| 33 | Bill Matthews | 2 | 2017-2018 | |
| 33 | Kenny Mayes | 2 | 2015-2015 | |
| 33 | Keith McCoy# | 2 | 2018-2019 | |
| 33 | Jake McGee | 2 | 2013-2014 | |
| 33 | Larry McKenzie# | 2 | 2021-2022 | |
| 33 | Tony McKnight | 2 | 2002-2006 | |
| 33 | James Miller | 2 | 2015-2023 | |
| 33 | Douglas Nelson# | 2 | 2026-2026 | |
| 33 | Ricky Nolasco | 2 | 2008-2016 | |
| 33 | Iemochi Oda# | 2 | 2029-2029 | |
| 33 | Logan Ondrusek | 2 | 2011-2014 | |
| 33 | Fernando Ortíz# | 2 | 2022-2024 | |
| 33 | Daniel Patterson | 2 | 2016-2016 | |
| 33 | Rob Patterson | 2 | 2000-2008 | |
| 33 | Blake Pegler# | 2 | 2026-2028 | |
| 33 | Vic Polk | 2 | 2018-2020 | |
| 33 | Eric Pollock | 2 | 2000-2013 | |
| 33 | Mike Prudom | 2 | 2015-2023 | |
| 33 | Cole Reeves | 2 | 2019-2023 | |
| 33 | Jesús Reyes | 2 | 2020-2020 | |
| 33 | José Rodríguez | 2 | 2019-2024 | |
| 33 | John Roper | 2 | 1993-2005 | |
| 33 | Chris Sale | 2 | 2010-2016 |
