Head to Head includes singles and doubles results.
| 03/13/24 | Robert Phillips over James Pudner |
6-1; 3-6; TB 10-8 |
|
| 05/20/23 | James Pudner over Robert Phillips | 6-3; 6-4 | |
| 04/30/22 | Robert Phillips over James Pudner | 6-4; 6-4 | |
| 01/09/22 | James Pudner over Robert Phillips | 6-1; 6-4 | Playoff Match |
| 11/10/21 | James Pudner over Robert Phillips |
7-5; 4-6; TB 10-7 |
|
| 09/25/21 | James Pudner over Robert Phillips | 7-5; 6-7; 6-4 | |
| 06/06/21 | Robert Phillips over James Pudner | 6-3; 0-6; 6-1 | Playoff Match |
| 05/26/21 | Robert Phillips over James Pudner | 7-6; 1-6; 6-3 | |
| 04/15/21 | James Pudner over Robert Phillips |
6-7; 6-3; TB 13-11 |
|
| 07/20/20 | Robert Phillips over James Pudner |
6-3; 4-6; TB 10-7 |
|
| 07/02/20 | Robert Phillips over James Pudner |
6-7; 6-1; TB 10-4 |
