| Most Seasons Between Wins | ||
|---|---|---|
| Player | Seasons | Gap |
| Javier Montés | 2041-2051 | 10 |
| Roy Alsobrook | 2032-2041 | 9 |
| Phil Frost | 2015-2024 | 9 |
| Dennis Dunn | 2028-2037 | 9 |
| Artie Beardsall | 2016-2024 | 8 |
| Júlio Rodríguez | 2036-2044 | 8 |
| Harvey Richards | 2016-2024 | 8 |
| Seong-rae Park | 2022-2029 | 7 |
| Donald Simmons | 2016-2023 | 7 |
| Cody Brown | 2018-2025 | 7 |
| Colt Harris | 2016-2023 | 7 |
| Jason Puckett | 2021-2028 | 7 |
| Lee Reynolds | 2014-2021 | 7 |
| Fernando Ramírez | 2029-2036 | 7 |
| Tim Nesheim | 2035-2042 | 7 |
| Albert Castillo | 2023-2030 | 7 |
| Tom Jones | 2015-2022 | 7 |
| Ramón Aragón | 2043-2050 | 7 |
| Dean Cross | 2040-2047 | 7 |
| José Larranaga | 2030-2037 | 7 |