Head to Head includes singles and doubles results.
| 04/06/24 | Jesse Wood over Arnab Ray | 6-0; 6-1 | Playoff Match |
| 03/24/24 | Jesse Wood over Arnab Ray | 6-1; 6-2 | |
| 01/30/24 | Jesse Wood over Arnab Ray | 6-4; 7-5 | |
| 10/01/23 | Jesse Wood over Arnab Ray | 0-0 Late Cancellation |
