Head to Head includes singles and doubles results.
| 11/21/23 | Deepak Krishnan over Ryan Draves | 6-3; 7-5 | Playoff Match |
| 08/27/23 | Deepak Krishnan over Ryan Draves | 7-5; 6-3 | |
| 07/16/22 | Ryan Draves over Deepak Krishnan | 6-0; 6-3 |
