Head to Head includes singles and doubles results.
| 04/14/24 | Andrew Woody over Bill Phelan | 6-3; 2-6; 7-6 | |
| 03/30/24 | Andrew Woody over Bill Phelan | 5-7; 6-2; 6-4 | |
| 09/27/23 | Bill Phelan over Andrew Woody | 6-2; 7-6 | |
| 09/20/23 | Bill Phelan over Andrew Woody | 7-5; 6-0 |
