Head to Head includes singles and doubles results.
| 11/10/23 | James Pudner over Ken Ruiz | 6-4; 6-4 | |
| 03/01/22 | James Pudner over Ken Ruiz |
6-7; 6-3; TB 10-5 |
|
| 11/01/21 | James Pudner over Ken Ruiz | 3-6; 6-3; 7-6 | |
| 10/19/21 | James Pudner ties Ken Ruiz | 6-7; 6-2; 6-6 Tie | |
| 07/05/21 | James Pudner over Ken Ruiz |
6-3; 5-7; TB 10-5 |
|
| 05/12/21 | James Pudner over Ken Ruiz | 7-5; 6-2 | |
| 03/03/21 | Ken Ruiz over James Pudner |
7-5; 2-6; TB 12-10 |
