| 2009 Challenge Cup-- September 19 & 20 at Tompkinsville | |||
| Saturday - Fourball | |||
| Trey Shirley & Jim Smith | Darren Shirley & Kyle Shirley | Glasgow 4 & 3 | |
| Casey Tooley & Rodney Biggerstaff | Jim Lee & Spencer Botts | Glasgow 4 & 2 | |
| JD Proffitt & Paul Richardson | All Square | Brian Shirley & Gary Tomko | All Square |
| Allen Melton & Neal Isenberg | Hidden Hills 2 & 1 | Bryan Baysinger & Corey Jackson | |
| JP Nixon & Trevor Glass | Hidden Hills 5 & 4 | Johnny Belcher & Randy Hampton | |
| Jonathan Shaw & Brad Watson | Hidden Hills 5 & 4 | Sam Dickinson & John Riley | |
| Saturday - Alternate Shot | |||
| Casey Tooley & Brad Watson | Hidden Hills 6 & 4 | Randy Hampton & Jim Lee | |
| Trey Shirley & Neal Isenberg | Hidden Hills 5 & 4 | Steve Shirley & Brian Shirley | |
| Allen Melton & Paul Richardson | Kyle Shirley & Darren Shirley | Glasgow 2 Up | |
| JD Proffitt & Rodney Biggerstaff | Johnny Belcher & John Riley | Glasgow 8 & 6 | |
| JP Nixon & Trevor Glass | Hidden Hills 3 & 2 | Sam Dickinson & Spencer Botts | |
| Jonathan Shaw & Jim Smith | Hidden Hills 6 & 5 | Corey Jackson & Gary Tomko | |
| Sunday - Individual | |||
| Rodney Biggerstaff | Hidden Hills 4 & 3 | Randy Hampton | |
| Trey Shirley | Hidden Hills 2 Up | John Riley | |
| Neal Isenberg | Hidden Hills 3 & 2 | Spencer Botts | |
| Casey Tooley | Bryan Baysinger | Glasgow 4 & 3 | |
| JD Proffitt | Kyle Shirley | Glasgow 5 & 4 | |
| Brad Watson | Hidden Hills 3 & 2 | Johnny Belcher | |
| Allen Melton | Sam Dickinson | Glasgow 3 & 1 | |
| Paul Richardson | All Square | Darren Shirley | All Square |
| Jim Smith | Allen Shelton | Glasgow 2 & 1 | |
| JP Nixon | Hidden Hills 1 Up | Jim Lee | |
| Trevor Glass | Hidden Hills 7 & 5 | Corey Jackson | |
| Jonathan Shaw | Hidden Hills 10 & 8 | Chad Jones | |
| Hidden Hills | Glasgow | ||
| 15 | 9 | ||