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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Gilberto Osorio | 35 | 2012-2016 | |
| 2 | Edward Daniels# | 33 | 2050-2050 | |
| 3 | José Luís Cespedes | 25 | 2038-2041 | |
| 4 | Chris Fahrbach | 23 | 2013-2014 | |
| 5 | Pedro Aquino | 22 | 2041-2043 | |
| 5 | Pedro Carrillo | 22 | 2021-2025 | |
| 5 | Ryder Fisher | 22 | 2035-2038 | |
| 5 | R.J. Jereb | 22 | 2039-2042 | |
| 5 | Woody Magid# | 22 | 2040-2042 | |
| 10 | Dan Roberts | 21 | 2023-2025 | |
| 10 | Chris Terry | 21 | 2011-2013 | |
| 12 | Jake Hebert | 20 | 2031-2034 | |
| 13 | Evan Farshian | 19 | 2037-2039 | |
| 13 | Chris Hagan | 19 | 2013-2016 | |
| 13 | Mariano Razo# | 19 | 2041-2043 | |
| 13 | Medardo Reza# | 19 | 2045-2048 | |
| 13 | John Thome | 19 | 2038-2043 | |
| 13 | Hugo Topper | 19 | 2039-2042 | |
| 19 | Jon Baez | 18 | 2020-2022 | |
| 19 | Mat Cannon | 18 | 2009-2012 | |
| 19 | Tarren Farnsworth | 18 | 2038-2040 | |
| 19 | Jakob Geesink# | 18 | 2045-2049 | |
| 19 | Hayden Gutkin# | 18 | 2043-2046 | |
| 19 | Stan Norwood# | 18 | 2043-2046 | |
| 19 | Guillermo Santiago | 18 | 2040-2043 | |
| 19 | Hernando Soto | 18 | 2041-2044 | |
| 27 | Jack Akin | 17 | 2042-2045 | |
| 27 | Raymond Boone | 17 | 2036-2039 | |
| 27 | Tony Contreras | 17 | 2006-2008 | |
| 27 | Jon Felty# | 17 | 2045-2047 | |
| 27 | Jake Potes | 17 | 2031-2033 | |
| 32 | Rodolfo Aviles | 16 | 2017-2020 | |
| 32 | Fernando Bach | 16 | 2015-2017 | |
| 32 | Stephon Cohen | 16 | 2022-2024 | |
| 32 | David Duquette | 16 | 2008-2010 | |
| 32 | Ed Figueroa | 16 | 2005-2010 | |
| 32 | Santiago Flores# | 16 | 2043-2046 | |
| 32 | Rodolfo Garza | 16 | 2004-2005 | |
| 32 | Virgil Hicks# | 16 | 2044-2047 | |
| 32 | Ace Hoffman# | 16 | 2047-2050 | |
| 32 | Migel Isais | 16 | 2007-2010 | |
| 32 | Rosario Leal | 16 | 2033-2035 | |
| 32 | Randy Lefler | 16 | 2039-2040 | |
| 32 | Danny Lisco# | 16 | 2046-2048 | |
| 32 | Justin Lusk | 16 | 2008-2009 | |
| 32 | Mike Marquez | 16 | 2017-2019 | |
| 32 | Troy McKnight | 16 | 2037-2039 | |
| 32 | Hakob Shahazizian | 16 | 2022-2023 | |
| 32 | George Sheridan# | 16 | 2041-2046 | |
| 32 | Barney Solis | 16 | 2045-2049 | |
| 32 | Adrian Stewart | 16 | 2035-2038 | |
| 32 | Alex Worthy | 16 | 2028-2032 | |
| 53 | Connor Baine | 15 | 2031-2034 | |
| 53 | Andrew Bertheau | 15 | 2039-2041 | |
| 53 | Salbatore Castellanos | 15 | 2033-2038 | |
| 53 | Avelino Chairez | 15 | 2033-2034 | |
| 53 | Mike Cohn# | 15 | 2048-2049 | |
| 53 | Rey De La Rosa# | 15 | 2045-2047 | |
| 53 | Beau de Zeeuw# | 15 | 2049-2050 | |
| 53 | Matt Hawkins | 15 | 2025-2027 | |
| 53 | Blake Holmes | 15 | 2042-2043 | |
| 53 | Robin Lemoine# | 15 | 2050-2050 | |
| 53 | Emilio Montanio | 15 | 2014-2016 | |
| 53 | Lee O'Brien# | 15 | 2047-2049 | |
| 53 | Bill Pasternack | 15 | 2022-2024 | |
| 53 | Frederico Ponce# | 15 | 2042-2043 | |
| 53 | Lee Richardson | 15 | 2039-2040 | |
| 53 | Luca Sedlock | 15 | 2037-2039 | |
| 69 | Travis Brady | 14 | 2011-2013 | |
| 69 | Matt Burgess | 14 | 2006-2007 | |
| 69 | Curt Carradine | 14 | 2031-2033 | |
| 69 | Orlando Castillo | 14 | 2010-2013 | |
| 69 | Rene Diaz | 14 | 2008-2009 | |
| 69 | Earl Donlin | 14 | 2019-2022 | |
| 69 | Alberto Gamez | 14 | 2025-2027 | |
| 69 | Ricardo Guerrero | 14 | 2024-2027 | |
| 69 | David Gustave | 14 | 2034-2036 | |
| 69 | Greg Hipp | 14 | 2013-2015 | |
| 69 | Tom Kelner | 14 | 2010-2012 | |
| 69 | Marc Lara# | 14 | 2047-2049 | |
| 69 | Brian Lawson | 14 | 2004-2006 | |
| 69 | Andrew Lee# | 14 | 2046-2048 | |
| 69 | Elijah Lee | 14 | 2040-2042 | |
| 69 | Garvis López | 14 | 2035-2040 | |
| 69 | Sergio Marrero | 14 | 2028-2030 | |
| 69 | Danny Mendoza | 14 | 2019-2021 | |
| 69 | Ramon Merino | 14 | 2028-2029 | |
| 69 | Robbie Minella | 14 | 2030-2031 | |
| 69 | Tony Miranda | 14 | 2020-2025 | |
| 69 | Pastor Olivas# | 14 | 2040-2041 | |
| 69 | Joshua Poyner# | 14 | 2049-2050 | |
| 69 | Eliahu Price | 14 | 2040-2044 | |
| 69 | Angel Reyes | 14 | 2009-2010 | |
| 69 | Cortez Rioz | 14 | 2034-2036 | |
| 69 | Nolan Schmidt | 14 | 2030-2033 | |
| 69 | Trevor Schmidt# | 14 | 2046-2048 | |
| 69 | Gabriel Toolan | 14 | 2040-2042 | |
| 69 | Dave Uribe | 14 | 2013-2015 | |
| 69 | Yacinto Valero | 14 | 2033-2035 | |
| 69 | Emilio Vasquez | 14 | 2026-2027 |
