Head to Head includes singles and doubles results.
| 08/25/09 | Doug Diederich over Sean Timm | 6-4; 6-1 | Playoff Match |
| 07/17/09 | Doug Diederich over Sean Timm | 7-6; 5-7; 6-3 | |
| 06/04/09 | Doug Diederich over Sean Timm | 7-5; 6-4 | |
| 05/18/09 | Doug Diederich over Sean Timm | 6-1; 7-5 |
