Head to Head includes singles and doubles results.
| 05/06/23 | Will Prysock over Tim Bradley |
6-7; 6-4; TB 10-5 |
|
| 04/04/23 | Will Prysock ties Tim Bradley | 6-3; 3-6; 6-5 Tie | |
| 11/13/22 | Will Prysock over Tim Bradley | 7-5; 6-2 | Playoff Match |
