Head to Head includes singles and doubles results.
| 08/07/14 | T.C. Hennessy over Rich Herbruck | 6-2; 6-4 | |
| 06/29/13 | T.C. Hennessy over Rich Herbruck | 10-4 | |
| 09/17/12 | T.C. Hennessy over Rich Herbruck | 7-5; 6-0 | |
| 09/08/12 | T.C. Hennessy over Rich Herbruck | 6-4; 6-3 |
