Head to Head includes singles and doubles results.
| 09/22/08 | Nathaniel Estes over Scott Washow | 6-4; 6-1 | Playoff Match |
| 09/11/08 | Nathaniel Estes over Scott Washow | 6-2; 6-2 | |
| 08/22/08 | Nathaniel Estes over Scott Washow | 6-1; 6-4 |
