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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jeff Hale | 84 | 2014-2027 | |
| 2 | Nathaniel Riley# | 83 | 2016-2029 | |
| 3 | Nicholas Wells# | 68 | 2019-2029 | |
| 3 | Allen Yohemas# | 68 | 2022-2029 | |
| 5 | Robbie Baxter# | 67 | 2022-2029 | |
| 6 | Andy Coker | 61 | 2016-2026 | |
| 7 | Bartolomeu Lio# | 56 | 2019-2029 | |
| 8 | Pedro Valdéz# | 54 | 2020-2029 | |
| 9 | Pedro Castro# | 52 | 2018-2029 | |
| 10 | Rich Hunter | 49 | 2014-2021 | |
| 11 | Chip Bishop# | 47 | 2018-2028 | |
| 12 | Manny Caraballo# | 44 | 2022-2028 | |
| 12 | Tyler MacHugh# | 44 | 2023-2029 | |
| 14 | Henry Hall# | 43 | 2015-2026 | |
| 14 | Wayne Hurst | 43 | 2015-2028 | |
| 14 | Roderick Rhodes# | 43 | 2017-2028 | |
| 17 | Allen Blair# | 42 | 2015-2028 | |
| 17 | John Braun | 42 | 2014-2022 | |
| 17 | Pat Horton | 42 | 2014-2019 | |
| 17 | Arnie Pittman# | 42 | 2022-2029 | |
| 21 | Héctor Alarcon# | 41 | 2015-2027 | |
| 22 | Paul Díaz# | 40 | 2019-2029 | |
| 22 | Roger Garrett | 40 | 2014-2024 | |
| 24 | Juan Díaz# | 39 | 2025-2029 | |
| 25 | Gary Bailey# | 37 | 2022-2026 | |
| 25 | Harris Howard | 37 | 2014-2017 | |
| 27 | Gavin Blackburn# | 36 | 2017-2026 | |
| 27 | Francis McBride# | 36 | 2023-2027 | |
| 27 | Bob Warford# | 36 | 2018-2025 | |
| 27 | John Woods# | 36 | 2024-2028 | |
| 31 | Félix Jiménez# | 34 | 2018-2028 | |
| 31 | Lynwood Matos# | 34 | 2021-2029 | |
| 31 | Drake Montgomery | 34 | 2015-2020 | |
| 31 | Felipe Velázquez | 34 | 2017-2022 | |
| 35 | Kirby Brown# | 33 | 2014-2025 | |
| 35 | Wayne Craig# | 33 | 2015-2023 | |
| 35 | Bobby Swain# | 33 | 2020-2028 | |
| 35 | Aaron Wise# | 33 | 2019-2029 | |
| 39 | Adrián Fierro# | 32 | 2017-2029 | |
| 39 | Lou Hartling# | 32 | 2019-2027 | |
| 39 | John Holley | 32 | 2014-2022 | |
| 39 | Hunter Wilson# | 32 | 2019-2029 | |
| 43 | Cory Sanders# | 31 | 2021-2029 | |
| 43 | Jud White | 31 | 2014-2018 | |
| 45 | Rafael Cardona# | 30 | 2022-2029 | |
| 45 | Orlando De Jesús# | 30 | 2023-2027 | |
| 45 | Wes Hamm# | 30 | 2021-2027 | |
| 45 | Eddie Kop# | 30 | 2023-2028 | |
| 45 | Carl Snyder | 30 | 2016-2021 | |
| 45 | Ron Stone# | 30 | 2024-2028 | |
| 51 | Víctor García# | 29 | 2023-2028 | |
| 52 | Michael Fletcher# | 27 | 2018-2027 | |
| 52 | Ricardo Hernández | 27 | 2014-2018 | |
| 52 | Joe Kehoe# | 27 | 2020-2027 | |
| 52 | Juan Carlos Maestas | 27 | 2016-2021 | |
| 52 | Javier Mora# | 27 | 2020-2029 | |
| 52 | Dave Turner# | 27 | 2026-2029 | |
| 58 | Vern Camp | 26 | 2018-2022 | |
| 58 | Joe Ellis | 26 | 2016-2021 | |
| 58 | Ramón Molina# | 26 | 2026-2029 | |
| 58 | Jesús Reyes | 26 | 2016-2017 | |
| 58 | Culley Sandoval | 26 | 2015-2023 | |
| 58 | Bruce Sullivan | 26 | 2014-2017 | |
| 58 | Juan Torres# | 26 | 2021-2029 | |
| 65 | Michael Battle | 25 | 2017-2021 | |
| 65 | Leslie Brooks# | 25 | 2019-2028 | |
| 65 | Gonçalo Conxacha | 25 | 2015-2019 | |
| 65 | Jon Dunn# | 25 | 2024-2029 | |
| 65 | Domingo Ramírez# | 25 | 2022-2029 | |
| 65 | Rafael Rivera# | 25 | 2027-2029 | |
| 65 | Germán Rodríguez# | 25 | 2025-2029 | |
| 65 | John Wilkins# | 25 | 2015-2026 | |
| 65 | Benny York# | 25 | 2016-2027 | |
| 65 | Alfonso Zapata# | 25 | 2020-2026 | |
| 75 | José Alaniz# | 24 | 2020-2029 | |
| 75 | Walt Johnston | 24 | 2014-2019 | |
| 77 | Richie Allen | 23 | 2014-2016 | |
| 77 | Jake Davis | 23 | 2016-2017 | |
| 77 | Cole Hall | 23 | 2016-2027 | |
| 77 | Aurelio López# | 23 | 2022-2027 | |
| 77 | António Marés# | 23 | 2024-2029 | |
| 77 | Lou Meadows# | 23 | 2016-2027 | |
| 77 | Guillermo Pérez | 23 | 2015-2025 | |
| 77 | Christian Pitts | 23 | 2017-2025 | |
| 77 | Richard Sykes | 23 | 2020-2027 | |
| 77 | Brian Wheeler | 23 | 2020-2024 | |
| 77 | Pete Wood | 23 | 2016-2021 | |
| 88 | Tom Bowen# | 22 | 2020-2027 | |
| 88 | Lee Branch | 22 | 2022-2026 | |
| 88 | Vincent Hall# | 22 | 2021-2029 | |
| 88 | Tom Melton | 22 | 2014-2017 | |
| 88 | Gerardo Pagán# | 22 | 2027-2029 | |
| 88 | Will Savage | 22 | 2017-2024 | |
| 88 | Austin Stewart# | 22 | 2021-2029 | |
| 88 | Matt Webber# | 22 | 2021-2028 | |
| 96 | Bill Fletcher# | 21 | 2019-2028 | |
| 96 | Neil Gilliam# | 21 | 2020-2026 | |
| 96 | Jackson Haines# | 21 | 2014-2029 | |
| 96 | Tetsuzan Kaneko | 21 | 2018-2027 | |
| 96 | Jorge Rivera# | 21 | 2026-2029 |
