Medalist Hill Country #2 Past Champions
| Year | Course | Winners |
| 2022 | Vaaler Creek Golf Club Final Results | Jermain Rakoczy Senior Division: Brad Greebon |
| 2021 | Forest Creek Golf Club Final Results | Austen Fulmer Senior Division: Chris Hartenstein |
| 2020 | Forest Creek Golf Club Final Results | Alex Woodward Senior Division: Chris Hartenstein |
| 2019 | Grey Rock GC Final Results | Jay Reynolds Senior Division: Brad Gray |
| 2018 | Grey Rock GC Final Results | Daniel Martinez Senior: Larry Nunez |
| 2017 | Onion Creek Club | Jay Reynolds Senior: Chris Landherr |
| 2016 | Onion Creek Club | Jay Reynolds |
| 2015 | Comanche Trace | Bob Kearney |
| 2014 | Lakecliff CC | Michael Randle |
| 2013 | Lakecliff CC | Daniel Martinez |
| 2012 | Canyon Springs | Carlos De Leon |
| 2011 | Riverhill CC | Nikolas Arrenbrecht |