Head to Head includes singles and doubles results.
| 01/24/19 | Matthew Horwich over Randy Gay | 6-4; 7-5 | |
| 11/24/17 | Matthew Horwich over Randy Gay | 6-4; 6-4 | |
| 08/08/16 | Randy Gay over Matthew Horwich |
0-6; 6-4; TB 11-9 |
|
| 07/23/15 | Matthew Horwich over Randy Gay | 6-4; 6-1 | |
| 08/05/14 | Randy Gay over Matthew Horwich | 6-4; 6-4 |
