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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Will Crowe | 35 | 2018-2022 | |
| 2 | Julián Martínez | 34 | 2025-2031 | |
| 3 | Pancho Ramírez# | 33 | 2025-2031 | |
| 4 | Luis De Jesús | 32 | 2026-2030 | |
| 5 | Mike Cobb | 24 | 2021-2023 | |
| 6 | Darrel Davis# | 23 | 2025-2028 | |
| 7 | Tim Barraclough# | 22 | 2028-2031 | |
| 7 | Sean Younger | 22 | 2025-2027 | |
| 9 | Chris Viall | 21 | 2018-2022 | |
| 10 | Walt Jacobs | 19 | 2019-2021 | |
| 10 | Raúl Reyna# | 19 | 2034-2035 | |
| 12 | Brock Barger | 18 | 2015-2016 | |
| 12 | Morgan Gray | 18 | 2015-2017 | |
| 12 | Nathan Sorenson | 18 | 2015-2019 | |
| 15 | Doug Johnson | 17 | 2020-2021 | |
| 15 | Joel Linares | 17 | 2015-2018 | |
| 15 | Phil Richmond | 17 | 2025-2027 | |
| 18 | José Alfonzo | 16 | 2019-2023 | |
| 18 | Tony Espinosa# | 16 | 2033-2035 | |
| 18 | Kevin Evans# | 16 | 2034-2035 | |
| 18 | Orlando Flores | 16 | 2025-2029 | |
| 18 | Jeremy Griffin | 16 | 2017-2018 | |
| 18 | Juan Guzmán# | 16 | 2033-2035 | |
| 18 | Juan Quiñonez | 16 | 2026-2031 | |
| 18 | Pat Thompson | 16 | 2026-2028 | |
| 26 | Jerry Bruce | 15 | 2027-2031 | |
| 26 | Ed Clark# | 15 | 2033-2035 | |
| 26 | Jeremy Davis | 15 | 2021-2024 | |
| 26 | José Flores# | 15 | 2025-2028 | |
| 26 | Clifton Kirkland | 15 | 2015-2018 | |
| 26 | Cherles Lira | 15 | 2021-2022 | |
| 26 | Ernie O'Neil | 15 | 2018-2019 | |
| 26 | Cliff Reynolds | 15 | 2016-2017 | |
| 26 | Jeff Robinson | 15 | 2025-2027 | |
| 26 | Austin Smith | 15 | 2017-2019 | |
| 26 | Trent Thornton | 15 | 2016-2018 | |
| 37 | Jonathan Baker | 14 | 2019-2021 | |
| 37 | Colm Bowen# | 14 | 2030-2031 | |
| 37 | Juan Cortés# | 14 | 2030-2033 | |
| 37 | Joe Curtis# | 14 | 2030-2030 | |
| 37 | Mike Hairston | 14 | 2025-2029 | |
| 37 | Dewitt Hawkins | 14 | 2016-2020 | |
| 37 | Adrián Márquez# | 14 | 2031-2033 | |
| 37 | Lanny Small | 14 | 2029-2033 | |
| 45 | José Barrón | 13 | 2023-2025 | |
| 45 | Jonathan Collins# | 13 | 2030-2035 | |
| 45 | Iván Flores# | 13 | 2033-2035 | |
| 45 | Oscar Foster | 13 | 2018-2019 | |
| 45 | Dave Lehman | 13 | 2029-2031 | |
| 45 | José López | 13 | 2027-2029 | |
| 45 | Phil Martin | 13 | 2022-2022 | |
| 45 | Rob Martin# | 13 | 2029-2030 | |
| 45 | Chris Phillips# | 13 | 2029-2031 | |
| 45 | Pat Reddan | 13 | 2024-2027 | |
| 45 | Jeff Thomas# | 13 | 2025-2027 | |
| 45 | Dan Walker | 13 | 2016-2017 | |
| 45 | Bobby Wheatley | 13 | 2015-2017 | |
| 58 | Chad Benítez | 12 | 2020-2020 | |
| 58 | Scott Burke | 12 | 2019-2021 | |
| 58 | Ron Carter | 12 | 2018-2019 | |
| 58 | Greg Farrell# | 12 | 2029-2030 | |
| 58 | Greg Lee# | 12 | 2034-2035 | |
| 58 | Chris Park# | 12 | 2025-2026 | |
| 58 | Dan Price | 12 | 2029-2033 | |
| 58 | José Serrano | 12 | 2025-2031 | |
| 58 | Quincy Shafer | 12 | 2027-2029 | |
| 58 | Ben Smith | 12 | 2021-2023 | |
| 58 | Andrew Suarez | 12 | 2015-2017 | |
| 58 | Greg Wagner# | 12 | 2033-2035 | |
| 58 | Colm Wiggins# | 12 | 2030-2032 | |
| 71 | Tim Agnew | 11 | 2019-2023 | |
| 71 | Juan Carrasco# | 11 | 2034-2035 | |
| 71 | Steve Foley | 11 | 2019-2020 | |
| 71 | Hector Guerrero | 11 | 2016-2020 | |
| 71 | Jeff Hodges# | 11 | 2025-2029 | |
| 71 | Jake Hoover | 11 | 2025-2028 | |
| 71 | Johnny Hoy | 11 | 2030-2032 | |
| 71 | Austin Livingston | 11 | 2018-2021 | |
| 71 | Omarlin Lopez | 11 | 2015-2017 | |
| 71 | Jesús Lozano | 11 | 2025-2027 | |
| 71 | Chris Matthews# | 11 | 2029-2032 | |
| 71 | A.J. Minter | 11 | 2016-2020 | |
| 71 | Jeremy Null | 11 | 2015-2019 | |
| 71 | Juan Rodríguez | 11 | 2026-2031 | |
| 71 | Jimmy Saunders# | 11 | 2029-2031 | |
| 71 | Steve Simon | 11 | 2025-2027 | |
| 71 | Ben Skinner# | 11 | 2025-2028 | |
| 71 | Johnny Thornton# | 11 | 2024-2026 | |
| 71 | Chris Vásquez# | 11 | 2032-2034 | |
| 71 | Dan Watkins | 11 | 2021-2022 | |
| 91 | Brendan Bartlett | 10 | 2017-2017 | |
| 91 | A.J. Bogucki | 10 | 2018-2023 | |
| 91 | Ed Davis# | 10 | 2033-2035 | |
| 91 | Jesús Flores | 10 | 2024-2025 | |
| 91 | António Galván | 10 | 2021-2026 | |
| 91 | Alfredo Gutiérrez# | 10 | 2028-2029 | |
| 91 | César Gutiérrez | 10 | 2018-2019 | |
| 91 | Miguel Angel Guzmán | 10 | 2017-2018 | |
| 91 | Jesús Ibáñez | 10 | 2021-2024 | |
| 91 | Ed Jones# | 10 | 2033-2035 |
