Head to Head includes singles and doubles results.
| 03/21/20 | Tim Davis over Dennis Boilini | 6-2; 6-3 | Playoff Match |
| 02/24/20 | Dennis Boilini over Tim Davis | 6-4; 6-4 | |
| 02/02/20 | Tim Davis over Dennis Boilini | 4-6; 6-3; 6-2 | |
| 11/12/18 | Dennis Boilini over Tim Davis | 5-7; 7-5; 7-6 | |
| 05/05/18 | Tim Davis over Dennis Boilini | 7-6; 7-5 | |
| 04/04/18 | Tim Davis over Dennis Boilini |
2-6; 6-1; TB 10-6 |
