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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | SHO | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Alex Simmons | 4 | 2020-2021 | |
| 2 | Dennis Bly | 3 | 2034-2035 | |
| 2 | Manuel Delgado | 3 | 2020-2021 | |
| 2 | Pat Horton | 3 | 2021-2022 | |
| 2 | Gary Jordan | 3 | 2030-2031 | |
| 2 | Jesús López | 3 | 2015-2021 | |
| 2 | Idowu Okonjo | 3 | 2033-2035 | |
| 2 | Juan Pérez | 3 | 2017-2023 | |
| 2 | Carlos Salcido | 3 | 2031-2032 | |
| 2 | Yoshihide Sugiyama | 3 | 2044-2049 | |
| 11 | Santiago Carrión | 2 | 2023-2027 | |
| 11 | Kris Collins# | 2 | 2053-2053 | |
| 11 | José Cotilla | 2 | 2029-2030 | |
| 11 | Devoid Couch | 2 | 2038-2039 | |
| 11 | Jeff Cox | 2 | 2018-2021 | |
| 11 | Lance de Valk | 2 | 2025-2030 | |
| 11 | Ryan Dull | 2 | 2028-2031 | |
| 11 | John Fowler | 2 | 2020-2021 | |
| 11 | Brad Hehir | 2 | 2048-2049 | |
| 11 | Hong-bin Hua | 2 | 2033-2034 | |
| 11 | Jim Johnstone | 2 | 2017-2022 | |
| 11 | Ryunosuke Kurota | 2 | 2031-2032 | |
| 11 | Étienne Leclerc | 2 | 2033-2034 | |
| 11 | NaNomi Lojore | 2 | 2031-2032 | |
| 11 | Ron Madison | 2 | 2018-2021 | |
| 11 | Ollie McDaniell | 2 | 2031-2032 | |
| 11 | Santiago Paez | 2 | 2023-2023 | |
| 11 | Greg Poe | 2 | 2040-2041 | |
| 11 | Pedro Reynoso | 2 | 2029-2032 | |
| 11 | Osiris St. Brown | 2 | 2032-2035 | |
| 11 | Lester Sullivan | 2 | 2018-2020 | |
| 11 | Tyrone Tolbert | 2 | 2045-2049 | |
| 11 | Tomás Torres | 2 | 2018-2021 | |
| 11 | Enrique Valle | 2 | 2030-2032 | |
| 11 | Jonas Wisse | 2 | 2041-2044 | |
| 11 | Dario Zorander | 2 | 2042-2046 | |
| 11 | Alberto Álvarez | 2 | 2034-2034 | |
| 38 | Raúl Abreu# | 1 | 2046-2048 | |
| 38 | Jason Ackerman | 1 | 2024-2024 | |
| 38 | Pedro Adame | 1 | 2029-2031 | |
| 38 | Kevin Allen | 1 | 2044-2044 | |
| 38 | Alje Anraad# | 1 | 2052-2054 | |
| 38 | Javier Ariza# | 1 | 2035-2037 | |
| 38 | Shawn Arnold | 1 | 2017-2020 | |
| 38 | Felipe Arreola | 1 | 2041-2044 | |
| 38 | Noah Askew | 1 | 2042-2044 | |
| 38 | Mitchell Atwell | 1 | 2026-2026 | |
| 38 | Steve Baker | 1 | 2044-2046 | |
| 38 | Ismael Barrios | 1 | 2020-2021 | |
| 38 | George Battle | 1 | 2041-2041 | |
| 38 | Montrell Baxa | 1 | 2030-2032 | |
| 38 | Allen Beach | 1 | 2029-2029 | |
| 38 | Forest Bell | 1 | 2040-2040 | |
| 38 | Gordon Benjamin# | 1 | 2050-2052 | |
| 38 | Brandon Booth | 1 | 2016-2019 | |
| 38 | Johnnie Bough | 1 | 2026-2032 | |
| 38 | Eddy Boyd# | 1 | 2046-2046 | |
| 38 | Lee Branch | 1 | 2018-2018 | |
| 38 | Otton Brouwer | 1 | 2033-2033 | |
| 38 | Pat Brown | 1 | 2021-2022 | |
| 38 | Ramón Castaneda | 1 | 2026-2026 | |
| 38 | Luis Castrejón | 1 | 2024-2029 | |
| 38 | Nicolas Cernin | 1 | 2046-2051 | |
| 38 | Pedro Cervantes | 1 | 2018-2020 | |
| 38 | Fraser Chambers# | 1 | 2049-2049 | |
| 38 | Lee tai hoi Chen# | 1 | 2048-2052 | |
| 38 | Yusuke Chikafuji | 1 | 2020-2020 | |
| 38 | Mark Clift | 1 | 2032-2032 | |
| 38 | Amando Codes | 1 | 2031-2032 | |
| 38 | David Cole | 1 | 2020-2021 | |
| 38 | Gregory Collins# | 1 | 2043-2045 | |
| 38 | Eric Colquhoun | 1 | 2032-2033 | |
| 38 | Norberto Concepción | 1 | 2029-2032 | |
| 38 | Javier Contreras | 1 | 2028-2030 | |
| 38 | Denie Coppens | 1 | 2037-2038 | |
| 38 | Jonathan Crawford | 1 | 2051-2051 | |
| 38 | Jamey Crockett | 1 | 2030-2033 | |
| 38 | Joe Crown | 1 | 2015-2015 | |
| 38 | Jesús Cruz | 1 | 2036-2037 | |
| 38 | Korbin Dallas# | 1 | 2044-2045 | |
| 38 | Troy Dalton# | 1 | 2050-2050 | |
| 38 | Ezio Deodato | 1 | 2019-2031 | |
| 38 | Ralph DePalma | 1 | 2033-2035 | |
| 38 | Aiden Dubhghall | 1 | 2033-2033 | |
| 38 | Matt Dunn | 1 | 2038-2038 | |
| 38 | Harrison Dunning | 1 | 2032-2032 | |
| 38 | Javier Dávila | 1 | 2019-2022 | |
| 38 | Jeffrey Fields# | 1 | 2051-2051 | |
| 38 | Derek Fisher | 1 | 2035-2037 | |
| 38 | Gerry Fleck | 1 | 2028-2029 | |
| 38 | Brian Folger# | 1 | 2050-2050 | |
| 38 | César Galló | 1 | 2021-2022 | |
| 38 | Alejandro García | 1 | 2031-2031 | |
| 38 | Ramiro García | 1 | 2023-2023 | |
| 38 | Ángel Gardener | 1 | 2032-2032 | |
| 38 | Brian Gardner | 1 | 2037-2037 | |
| 38 | Nicolas Gomes# | 1 | 2049-2050 | |
| 38 | Gene Greene# | 1 | 2046-2047 | |
| 38 | Sam Groves | 1 | 2025-2025 | |
| 38 | Guillermo Guerrero | 1 | 2035-2035 |
