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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | DP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rick Myers | 7 | 2018-2021 | |
| 2 | Steve Barnett | 6 | 2025-2027 | |
| 2 | Benny Shipley# | 6 | 2043-2045 | |
| 4 | Dillon Foley | 5 | 2011-2013 | |
| 4 | Adam Green | 5 | 2012-2014 | |
| 4 | Tim Rich | 5 | 2014-2018 | |
| 4 | Edwin Rivas | 5 | 2025-2029 | |
| 4 | Neil Whitfield | 5 | 2036-2039 | |
| 9 | Alejandro Blas | 4 | 2021-2024 | |
| 9 | Kyle Block# | 4 | 2048-2049 | |
| 9 | Nick Carignan | 4 | 2036-2040 | |
| 9 | Jose Florez | 4 | 2029-2030 | |
| 9 | Jim Jameson | 4 | 2015-2017 | |
| 9 | Amarante Jiménez | 4 | 2033-2034 | |
| 9 | Kevin Parsons | 4 | 2011-2014 | |
| 9 | Bryce Ramirez | 4 | 2029-2032 | |
| 9 | Bill Tanenbaum | 4 | 2015-2016 | |
| 9 | Prospero Tortola | 4 | 2043-2047 | |
| 9 | Samuel Turton | 4 | 2012-2013 | |
| 9 | Robbie Vaughter | 4 | 2008-2010 | |
| 9 | Clint Wright | 4 | 2028-2031 | |
| 22 | Josh Adams | 3 | 2013-2014 | |
| 22 | Roger Butler | 3 | 2036-2038 | |
| 22 | Jorge Flores | 3 | 2004-2008 | |
| 22 | Josh Freeland | 3 | 2028-2030 | |
| 22 | Trey Gurley# | 3 | 2047-2048 | |
| 22 | Tom Hardy | 3 | 2028-2032 | |
| 22 | Mason Laney# | 3 | 2038-2041 | |
| 22 | Ron Leight | 3 | 2025-2026 | |
| 22 | Sammie Marquez | 3 | 2030-2032 | |
| 22 | Bryan Rich | 3 | 2023-2024 | |
| 32 | Christian Baker# | 2 | 2047-2050 | |
| 32 | Keith Bauer | 2 | 2015-2016 | |
| 32 | Sal Castro | 2 | 2009-2012 | |
| 32 | Victor Coronado | 2 | 2027-2030 | |
| 32 | Lorenzo Davis# | 2 | 2047-2048 | |
| 32 | Castel De La Cruz | 2 | 2033-2038 | |
| 32 | Stefanos Dunbar | 2 | 2037-2039 | |
| 32 | Ollie Esparza | 2 | 2042-2043 | |
| 32 | Max Fuchs | 2 | 2039-2040 | |
| 32 | Julio Hidalgo | 2 | 2019-2020 | |
| 32 | Juan Huron | 2 | 2027-2029 | |
| 32 | Celestin Kaufmann | 2 | 2030-2033 | |
| 32 | Chris Kimbrell | 2 | 2018-2019 | |
| 32 | Rafael Lopez | 2 | 2018-2019 | |
| 32 | Juan Medina | 2 | 2005-2009 | |
| 32 | Oscar Miranda | 2 | 2012-2017 | |
| 32 | Raul Ortiz | 2 | 2010-2013 | |
| 32 | Domingos Sakai | 2 | 2018-2020 | |
| 32 | Abraão Serzedelo | 2 | 2016-2022 | |
| 32 | Richard Sexton | 2 | 2044-2045 | |
| 32 | Chris Sulewski | 2 | 2012-2014 | |
| 32 | Jorge Tello | 2 | 2005-2007 | |
| 32 | Jonathan Tepezano | 2 | 2007-2009 | |
| 32 | Julio Torres | 2 | 2029-2030 | |
| 56 | León Amador | 1 | 2031-2032 | |
| 56 | William Bartolone | 1 | 2020-2022 | |
| 56 | David Calderon | 1 | 2031-2032 | |
| 56 | Garrett Cobham | 1 | 2035-2036 | |
| 56 | Adrian Cooke# | 1 | 2046-2047 | |
| 56 | Andres Diaz | 1 | 2009-2011 | |
| 56 | Júlio Duran | 1 | 2035-2036 | |
| 56 | Jesse Felts | 1 | 2015-2017 | |
| 56 | Steve Forte | 1 | 2010-2012 | |
| 56 | Steve Glenn | 1 | 2016-2018 | |
| 56 | John Lee | 1 | 2019-2022 | |
| 56 | Omar Medina | 1 | 2020-2022 | |
| 56 | Elvin Meiste | 1 | 2006-2007 | |
| 56 | Christian Paluzzi | 1 | 2024-2027 | |
| 56 | T.J. Quintero | 1 | 2037-2039 | |
| 56 | Willie Ramos | 1 | 2027-2028 | |
| 56 | Andy Romano | 1 | 2018-2021 | |
| 56 | Adam Smedley | 1 | 2016-2018 | |
| 56 | Maximino Talenti | 1 | 2012-2015 | |
| 56 | Josh Vaughan | 1 | 2044-2045 | |
| 56 | Moises Vazquez | 1 | 2016-2018 | |
| 56 | Tommy Wade | 1 | 2006-2008 | |
| 56 | Ryan Williamson | 1 | 2019-2021 | |
| 56 | Rosario Zepeda# | 1 | 2048-2049 | |
| 56 | Jason Zortman | 1 | 2008-2009 | |
| 81 | Alex Aybar | 0 | 2022-2024 | |
| 81 | Edgar Barragan | 0 | 2009-2011 | |
| 81 | Jon Benjamin | 0 | 2025-2027 | |
| 81 | Estevan Cordoba | 0 | 2030-2034 | |
| 81 | Gabe Davis | 0 | 2027-2029 | |
| 81 | Matt Dessau | 0 | 2022-2023 | |
| 81 | Yu-shu Huang | 0 | 2021-2022 | |
| 81 | Chris Ireton | 0 | 2004-2008 | |
| 81 | Jake Kellan | 0 | 2042-2047 | |
| 81 | Ron Maben | 0 | 2035-2039 | |
| 81 | Ben Miranda | 0 | 2006-2008 | |
| 81 | Steve Pena | 0 | 2021-2024 | |
| 81 | Sergio Sanabria | 0 | 2026-2029 | |
| 81 | Bob Schwarz | 0 | 2018-2022 | |
| 81 | Tyjuan Simmons | 0 | 2044-2046 | |
| 81 | Gary Zins | 0 | 2019-2020 |
