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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | L | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bob Roberts | 31 | 2023-2027 | |
| 2 | Jim Wade | 27 | 2019-2024 | |
| 3 | Arturo Deleón# | 26 | 2024-2029 | |
| 3 | António Rangel | 26 | 2019-2021 | |
| 5 | Jeremy Griffin | 25 | 2015-2018 | |
| 6 | Steve Huber# | 24 | 2025-2028 | |
| 7 | Shawn Álvarez | 23 | 2025-2027 | |
| 7 | Ismael González# | 23 | 2027-2029 | |
| 9 | Hank Wood | 22 | 2018-2025 | |
| 10 | Robbie Griffin | 20 | 2019-2021 | |
| 10 | Chuckie Lopez | 20 | 2015-2016 | |
| 10 | Aurelio Ruíz# | 20 | 2022-2024 | |
| 13 | Don Della Vedova# | 19 | 2023-2025 | |
| 13 | Steve Drudge | 19 | 2022-2025 | |
| 13 | José Salinas# | 19 | 2019-2020 | |
| 16 | Dave Hamilton | 18 | 2015-2017 | |
| 16 | Chris Hicks | 18 | 2023-2027 | |
| 16 | Al Jenkins# | 18 | 2027-2029 | |
| 16 | Trent Paddon | 18 | 2017-2020 | |
| 16 | Edgardo Vázquez# | 18 | 2023-2025 | |
| 21 | Dave Blake | 17 | 2017-2018 | |
| 21 | José Lara | 17 | 2019-2020 | |
| 21 | Ken Lawson# | 17 | 2023-2025 | |
| 21 | Iván Rodríguez | 17 | 2022-2024 | |
| 21 | Claude Wheeler# | 17 | 2019-2020 | |
| 26 | Juan Ramos# | 16 | 2027-2028 | |
| 26 | Tony Stevens | 16 | 2017-2020 | |
| 26 | Dan Wright# | 16 | 2026-2028 | |
| 29 | José Deleón# | 15 | 2026-2029 | |
| 29 | Wes Grayley | 15 | 2017-2022 | |
| 29 | Jim Grindle | 15 | 2017-2018 | |
| 29 | Tony Price# | 15 | 2026-2027 | |
| 29 | Tony Rodríguez | 15 | 2024-2025 | |
| 29 | Kurt Roe# | 15 | 2024-2026 | |
| 29 | Pat Taylor | 15 | 2017-2019 | |
| 36 | Tyler Allen | 14 | 2017-2020 | |
| 36 | Caleb Downs# | 14 | 2024-2025 | |
| 36 | Daron Maness | 14 | 2021-2023 | |
| 36 | Dominic Mitchell | 14 | 2015-2019 | |
| 36 | Matt Myers | 14 | 2015-2017 | |
| 36 | Tim Ruffin# | 14 | 2026-2028 | |
| 36 | José Zúńiga | 14 | 2023-2024 | |
| 43 | Vic Alcorn | 13 | 2018-2020 | |
| 43 | Kevin Jones# | 13 | 2024-2026 | |
| 43 | Doug Kerr# | 13 | 2027-2029 | |
| 43 | Domnique Key | 13 | 2017-2020 | |
| 43 | Ricky Mann# | 13 | 2027-2029 | |
| 43 | Juan Carlos Mendoza | 13 | 2019-2019 | |
| 43 | Kevin Peck# | 13 | 2025-2026 | |
| 43 | Ed Ray# | 13 | 2027-2029 | |
| 43 | Monty Reynolds | 13 | 2025-2028 | |
| 43 | Carson Sands | 13 | 2015-2016 | |
| 43 | Greg Taylor | 13 | 2020-2021 | |
| 43 | Al Thomason | 13 | 2022-2024 | |
| 43 | Bret Vaughan | 13 | 2021-2023 | |
| 56 | Bob Bernard | 12 | 2020-2021 | |
| 56 | Joe Gross | 12 | 2018-2018 | |
| 56 | Chip Irvin | 12 | 2015-2016 | |
| 56 | Ernesto Martínez | 12 | 0-0 | |
| 56 | Jeff McConnell | 12 | 2017-2018 | |
| 56 | António Montero | 12 | 2016-2022 | |
| 56 | Manny Rodríguez | 12 | 2020-2021 | |
| 56 | Ben Saunders# | 12 | 2026-2027 | |
| 56 | Jim Sims# | 12 | 2026-2027 | |
| 56 | Dan Smith# | 12 | 2026-2026 | |
| 56 | Clarence Spratt | 12 | 2021-2026 | |
| 67 | Sam Fichthorn | 11 | 2015-2019 | |
| 67 | Andy Frey# | 11 | 2026-2027 | |
| 67 | Ken Gómez | 11 | 2016-2016 | |
| 67 | Chris Goodwin# | 11 | 2029-2029 | |
| 67 | Garry Howard | 11 | 2021-2024 | |
| 67 | Robinson Martínez | 11 | 2015-2016 | |
| 67 | Darryl Michell | 11 | 2019-2019 | |
| 67 | Rob Peterson | 11 | 2016-2020 | |
| 67 | Jack Roberts | 11 | 2015-2016 | |
| 67 | Chris Sharpe | 11 | 2024-2028 | |
| 67 | Geoff Walters# | 11 | 2021-2022 | |
| 78 | Juliano Arranaga | 10 | 2019-2020 | |
| 78 | Jerry Avery# | 10 | 2017-2018 | |
| 78 | Alec Bettinger | 10 | 2018-2019 | |
| 78 | Alex Carver# | 10 | 2024-2026 | |
| 78 | Jeff Chapman# | 10 | 2019-2020 | |
| 78 | Clyde Gosselin | 10 | 2022-2023 | |
| 78 | José Juárez | 10 | 2021-2022 | |
| 78 | Wally Lee# | 10 | 2022-2023 | |
| 78 | Desi Little | 10 | 2021-2024 | |
| 78 | Kodi Medeiros# | 10 | 2015-2016 | |
| 78 | Steven Mondile | 10 | 2017-2022 | |
| 78 | Kolby Nastula | 10 | 2028-2028 | |
| 78 | José Ortíz | 10 | 2022-2024 | |
| 78 | Charlie Ramírez | 10 | 2021-2025 | |
| 78 | Joey Reese# | 10 | 2021-2022 | |
| 78 | Rubén Rivera# | 10 | 2021-2022 | |
| 78 | Darren Schroeder# | 10 | 2021-2022 | |
| 78 | Jim Short# | 10 | 2025-2025 | |
| 78 | Touki Toussaint# | 10 | 2015-2015 | |
| 78 | Enrico Vázquez# | 10 | 2025-2028 | |
| 98 | Willie Anderson# | 9 | 2017-2017 | |
| 98 | Sergio Bea# | 9 | 2026-2028 | |
| 98 | Tony Brown# | 9 | 2029-2029 |
