Head to Head includes singles and doubles results.
| 10/18/15 | Michael Bradley over Paul Osborne | 7-6; 6-4 | |
| 09/13/15 | Paul Osborne over Michael Bradley | 6-2; 3-6; 6-3 | |
| 07/12/15 | Paul Osborne over Michael Bradley | 6-4; 6-3 | |
| 06/14/15 | Paul Osborne over Michael Bradley |
6-3; 6-7; TB 10-6 |
