Head to Head includes singles and doubles results.
| 07/04/21 | Jacob Amato over Jesse Smith | 6-3; 6-3 | Playoff Match |
| 03/30/21 | Jacob Amato over Jesse Smith | 6-3; 6-4 | Playoff Match |
| 02/28/21 | Jacob Amato over Jesse Smith | 6-3; 6-2 | Playoff Match |
| 09/28/20 | Jacob Amato over Jesse Smith | 6-1; 6-1 | |
| 09/14/20 | Jacob Amato over Jesse Smith | 6-4; 7-5 |
