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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Pedro Ortíz# | 10 | 2025-2030 | |
| 2 | Jim Fisher | 8 | 2014-2020 | |
| 2 | António Ramos# | 8 | 2026-2031 | |
| 4 | Derrick Kerr | 7 | 2022-2026 | |
| 5 | Homer Fountain | 6 | 2022-2026 | |
| 5 | Pedro Maldonado# | 6 | 2027-2031 | |
| 5 | Do-hyung O# | 6 | 2027-2031 | |
| 8 | Mike Cantrell | 5 | 2018-2025 | |
| 8 | Yoenis Cespedes | 5 | 2014-2025 | |
| 8 | Bart Cook | 5 | 2010-2022 | |
| 8 | Jeffrey Davis | 5 | 2008-2019 | |
| 8 | Robert Franklin# | 5 | 2028-2031 | |
| 8 | Morgan Henry# | 5 | 2023-2031 | |
| 8 | Eloy Jimenez# | 5 | 2023-2030 | |
| 8 | Hyun-sik Kim# | 5 | 2026-2029 | |
| 8 | Wook-jin Kim# | 5 | 2026-2031 | |
| 8 | Vazgush Marjanian | 5 | 2020-2028 | |
| 8 | Ramón Méndez# | 5 | 2022-2031 | |
| 8 | Gustavo Sosa | 5 | 2014-2017 | |
| 20 | Kelvin Banks# | 4 | 2026-2031 | |
| 20 | Greg Britt# | 4 | 2021-2030 | |
| 20 | Ralph Holt | 4 | 2022-2025 | |
| 20 | Justin Lee | 4 | 2007-2015 | |
| 20 | Dustin MacCorkindale | 4 | 2019-2022 | |
| 20 | Carlos Martínez | 4 | 2016-2019 | |
| 20 | Brian McCarthy | 4 | 2017-2021 | |
| 20 | Dan Miller | 4 | 2017-2024 | |
| 20 | Terence Newman | 4 | 2020-2025 | |
| 20 | Jorge Padilla# | 4 | 2028-2030 | |
| 20 | John Patterson# | 4 | 2024-2031 | |
| 20 | Roy Thomas | 4 | 2008-2021 | |
| 20 | Bob Tomlin# | 4 | 2028-2031 | |
| 20 | Spencer Torkelson# | 4 | 2025-2029 | |
| 20 | Joe Turner# | 4 | 2016-2028 | |
| 20 | Tomas van den Berg# | 4 | 2023-2029 | |
| 20 | Mike White | 4 | 2008-2013 | |
| 20 | Roberto Zúñiga | 4 | 2011-2017 | |
| 38 | Ignacio Arellano# | 3 | 2026-2031 | |
| 38 | Carlos Barrón | 3 | 2011-2022 | |
| 38 | Scot Bednar | 3 | 2016-2020 | |
| 38 | Preston Bowden | 3 | 2013-2019 | |
| 38 | Denny Burris# | 3 | 2025-2030 | |
| 38 | Jon Coleman | 3 | 2013-2027 | |
| 38 | Wilson De La Garza | 3 | 2024-2028 | |
| 38 | Mike Ferguson | 3 | 2016-2024 | |
| 38 | Corey Gray | 3 | 2015-2022 | |
| 38 | Norm Harper | 3 | 2002-2012 | |
| 38 | Nathan Hayes | 3 | 2015-2021 | |
| 38 | Art Looper | 3 | 2017-2030 | |
| 38 | Manny López | 3 | 2015-2024 | |
| 38 | José Martínez | 3 | 2002-2009 | |
| 38 | Billy McMillon | 3 | 1996-2002 | |
| 38 | Kumanosuke Nakagawa# | 3 | 2025-2031 | |
| 38 | Alan O'Sullivan | 3 | 2017-2028 | |
| 38 | Kevin Perkins | 3 | 2017-2025 | |
| 38 | Robbie Petersen | 3 | 2012-2018 | |
| 38 | Len Pierson | 3 | 2014-2019 | |
| 38 | Juan Rivera | 3 | 2001-2015 | |
| 38 | Víctor Rivera# | 3 | 2028-2031 | |
| 38 | Rick Rollins | 3 | 2013-2019 | |
| 38 | Billy Sims# | 3 | 2021-2031 | |
| 38 | Jimmy Stanley | 3 | 2015-2019 | |
| 38 | Rod Weatherhead# | 3 | 2024-2030 | |
| 38 | Rondell White | 3 | 1995-2005 | |
| 38 | John Wiggins# | 3 | 2022-2023 | |
| 38 | Pete Woods | 3 | 2014-2021 | |
| 38 | Tom Woods | 3 | 2010-2015 | |
| 68 | Chris Aguila | 2 | 2004-2016 | |
| 68 | Jared Allison# | 2 | 2025-2030 | |
| 68 | Allan Bass | 2 | 2017-2020 | |
| 68 | William Bell | 2 | 2014-2019 | |
| 68 | Milton Bradley | 2 | 2000-2007 | |
| 68 | Jorge Castillo# | 2 | 2026-2031 | |
| 68 | David DeJesus | 2 | 2004-2019 | |
| 68 | Lawrence Donaldson | 2 | 2000-2009 | |
| 68 | Phil Gilbert | 2 | 2016-2021 | |
| 68 | Oscar Giles | 2 | 2007-2012 | |
| 68 | Aaron Guiel | 2 | 2002-2010 | |
| 68 | José Gómez | 2 | 2001-2009 | |
| 68 | Bob Hall | 2 | 2024-2028 | |
| 68 | Aaron Judge# | 2 | 2024-2031 | |
| 68 | Esteban Lara# | 2 | 2027-2031 | |
| 68 | Haywood Lynch | 2 | 2007-2016 | |
| 68 | Norberto Mendoza | 2 | 2008-2013 | |
| 68 | Carl Middleton | 2 | 2010-2018 | |
| 68 | Silvério Montarroio# | 2 | 2030-2031 | |
| 68 | Miguel Morales | 2 | 2016-2022 | |
| 68 | Trot Nixon | 2 | 1996-2011 | |
| 68 | Javier Pereira | 2 | 2006-2013 | |
| 68 | Octavo Ramírez# | 2 | 2025-2030 | |
| 68 | Darrel Reid | 2 | 2012-2019 | |
| 68 | Mike Rivera# | 2 | 2030-2031 | |
| 68 | Kevin Roberson | 2 | 1993-2002 | |
| 68 | Manny Sullivan# | 2 | 2027-2030 | |
| 68 | Howard Sutherland | 2 | 2020-2026 | |
| 68 | Charles Thomas | 2 | 2006-2012 | |
| 68 | William Walker# | 2 | 2025-2031 | |
| 68 | Ronald Watson | 2 | 2006-2019 | |
| 68 | Preston Wilson | 2 | 1999-2007 | |
| 68 | Scott Young | 2 | 2016-2024 |
