Head to Head includes singles and doubles results.
| 05/31/16 | Anthony Horkan over Charles Richards | 4-6; 6-2; 6-1 | |
| 05/24/16 | Anthony Horkan over Charles Richards | 6-3; 6-1 | |
| 05/19/16 | Anthony Horkan over Charles Richards | 7-6; 7-5 | |
| 05/11/16 | Anthony Horkan over Charles Richards | 6-3; 6-2 | |
| 05/04/16 | Charles Richards over Anthony Horkan | 6-4; 1-6; 6-4 | |
| 04/26/16 | Anthony Horkan over Charles Richards | 6-3; 6-2 |
