Head to Head includes singles and doubles results.
| 10/18/23 | Bo Jacober over Ashwin Ravindranath | 6-2; 7-5 | |
| 05/23/23 | Bo Jacober over Ashwin Ravindranath | 4-6; 6-1; 7-6 | |
| 04/13/23 | Ashwin Ravindranath over Bo Jacober | 7-6; 6-3 |
