Head to Head includes singles and doubles results.
| 11/02/08 | Jonathan Kalpin over David Moora | 4-6; 6-3; 6-3 | Playoff Match |
| 09/26/08 | David Moora over Jonathan Kalpin | 6-3; 6-4 | |
| 09/11/08 | Jonathan Kalpin over David Moora |
3-6; 6-0; TB 10-8 |
