| UTR Pro California | 2023/09/30 17:00 | Alessandro-D Ventre v Jackson Ross | 3-6,7-6,7-6 |
| UTR Pro California | 2023/09/29 19:09 | Jackson Ross v Justin Chung | 6-3,6-4 |
| UTR Pro California | 2023/09/28 17:15 | Jackson Ross v Perry Di Giulio | 6-2,4-6,6-1 |
| UTR Pro California | 2023/09/27 18:30 | Keenan Mayo v Jackson Ross | 2-6,4-6 |
| UTR Pro California | 2023/09/26 22:30 | Lautaro Pane v Jackson Ross | 6-4,2-6,4-6 |
| UTR Pro Fort Worth | 2023/09/09 14:00 | Christopher Bulus v Jackson Ross | 6-4,6-2 |
| UTR Pro Fort Worth | 2023/09/08 23:09 | Jackson Ross v Liam Krall | 6-4,7-5 |
| UTR Pro Fort Worth | 2023/09/08 00:00 | Nathan Chavez v Jackson Ross | 5-7,2-6 |
| ITF M25 Bagneres-De-Bigorre | 2021/08/29 14:00 | Edgar Destouet v Luca Sanchez | 6-4,5-7,4-10 |