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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | E | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Michael Little | 18 | 2009-2018 | |
| 2 | Dong-hoon Hwang# | 17 | 2025-2026 | |
| 3 | Javier Cruz# | 16 | 2025-2029 | |
| 4 | Diego Rodríguez# | 14 | 2026-2030 | |
| 4 | Pedro Valdes | 14 | 1996-2008 | |
| 6 | Salvador Cruz# | 13 | 2025-2029 | |
| 7 | Sean Potts | 12 | 2002-2005 | |
| 7 | Víctor Rivera# | 12 | 2025-2028 | |
| 7 | Ozzie Timmons | 12 | 1997-2003 | |
| 10 | Wily Mo Pena | 11 | 2002-2003 | |
| 10 | Lee Tinsley | 11 | 1995-1999 | |
| 12 | Doug Austin | 10 | 2011-2012 | |
| 12 | Paul Bailey | 10 | 2005-2017 | |
| 12 | Rodger Bradley | 10 | 2020-2024 | |
| 12 | Chad Lewis | 10 | 2002-2016 | |
| 12 | Nick Markakis | 10 | 2007-2012 | |
| 17 | Doug Cramer | 9 | 2000-2005 | |
| 17 | Jason Dubois | 9 | 2005-2013 | |
| 17 | Miguel Martínez | 9 | 2010-2012 | |
| 17 | Rafael Martínez# | 9 | 2024-2025 | |
| 17 | Jeffery Stephens | 9 | 2011-2020 | |
| 17 | Balduin Thodberg | 9 | 2008-2015 | |
| 23 | Hunter Nolan | 8 | 2011-2014 | |
| 23 | Brady Peterson | 8 | 2010-2011 | |
| 25 | Gerardo Báldez# | 7 | 2027-2031 | |
| 25 | Ed Cannon | 7 | 2008-2015 | |
| 25 | Drake Murphy# | 7 | 2024-2026 | |
| 28 | Nate Clark | 6 | 2021-2023 | |
| 28 | Carlos Cruz# | 6 | 2026-2028 | |
| 28 | Robinson Flores# | 6 | 2023-2029 | |
| 28 | Salvador Guevara# | 6 | 2029-2031 | |
| 28 | R.J. James# | 6 | 2024-2029 | |
| 28 | Brian McCarthy | 6 | 2016-2017 | |
| 28 | Christian Moore | 6 | 2005-2006 | |
| 28 | Dave Woods# | 6 | 2026-2028 | |
| 28 | Leo Woods# | 6 | 2022-2029 | |
| 37 | Eric Brown# | 5 | 2024-2025 | |
| 37 | Mark Bryant | 5 | 2000-2010 | |
| 37 | Mike Garner | 5 | 2010-2011 | |
| 37 | Chaim Ketting# | 5 | 2025-2027 | |
| 37 | Kyle Phillips | 5 | 2010-2011 | |
| 37 | Wladimir Sep# | 5 | 2027-2030 | |
| 43 | Kevin Barnard | 4 | 2018-2020 | |
| 43 | Matthew Cepicky | 4 | 2003-2006 | |
| 43 | Guillermo Herrera# | 4 | 2029-2031 | |
| 43 | Matt Keppinger | 4 | 2005-2013 | |
| 43 | Chris Long# | 4 | 2023-2028 | |
| 43 | António Ramos# | 4 | 2025-2027 | |
| 49 | Nick Beauregard | 3 | 2014-2015 | |
| 49 | Pedro Camacho# | 3 | 2027-2030 | |
| 49 | Mike Cantrell | 3 | 2018-2019 | |
| 49 | Corey Gray | 3 | 2012-2019 | |
| 49 | Jim Scoggins | 3 | 2012-2014 | |
| 54 | Shawn Alexander | 2 | 2006-2013 | |
| 54 | Martin Barr | 2 | 2013-2016 | |
| 54 | Pedro Espinoza# | 2 | 2030-2031 | |
| 54 | Jason Farris | 2 | 2001-2006 | |
| 54 | Clarence Gray# | 2 | 2025-2029 | |
| 54 | Rich Miller | 2 | 2018-2019 | |
| 54 | Juan Montés# | 2 | 2026-2029 | |
| 54 | Jim O'Kelly | 2 | 2025-2029 | |
| 54 | Bob Williams | 2 | 2018-2022 | |
| 63 | Nelson Cruz | 1 | 2007-2015 | |
| 63 | Brett Gardner | 1 | 2008-2013 | |
| 63 | Octavo Ramírez# | 1 | 2023-2024 | |
| 66 | Don Ratzlaff | 0 | 2014-2015 |
