Head to Head includes singles and doubles results.
| 12/01/23 | Tony Hennies over James Pudner | 6-1; 6-3 | Playoff Match |
| 10/06/23 | Tony Hennies over James Pudner | 6-2; 6-4 | |
| 05/01/23 | Tony Hennies over James Pudner | 6-3; 6-0 | Playoff Match |
| 03/29/23 | Tony Hennies over James Pudner | 6-3; 6-1 | |
| 10/21/22 | Tony Hennies over James Pudner | 6-2; 6-0 | |
| 08/02/22 | Tony Hennies over James Pudner | 1-6; 6-3; 7-5 | Playoff Match |
