Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| Challenger Palmas del Mar | 2023/06/17 01:25 | Kei Nishikori v Adam Walton | 6-4,6-2 |
| Challenger Palmas del Mar | 2023/06/15 17:40 | Rubin Statham v Adam Walton | 2-6,0-6 |
| Challenger Palmas del Mar | 2023/06/13 15:00 | Adam Walton v Marc Polmans | 7-6,6-1 |
| Challenger Tyler | 2023/06/06 19:55 | Adam Walton v Tennys Sandgren | 6-4,3-6,6-7 |
| Challenger Tyler | 2023/06/05 18:30 | Adam Walton v Mukund Sasikumar | 6-4,6-3 |
| Challenger Tyler | 2023/06/04 22:35 | Adam Walton v Harrison Adams | 6-3,6-3 |
| Challenger Little Rock | 2023/06/03 18:15 | Adam Walton v Beibit Zhukayev | 7-6,4-6,6-7 |
| Challenger Little Rock | 2023/06/02 16:00 | Alexis Galarneau v Adam Walton | 4-6,1-6 |
| ITF M15 San Diego | 2023/06/08 17:50 | Gianni Ross v Keegan Smith | 3-6,7-6,6-7 |
| ITF M15 San Diego | 2023/06/06 18:30 | Gianni Ross v Ryan Seggerman | 7-6,6-4 |
| ITF M15 Rancho Santa Fe | 2023/06/01 21:45 | Colin Sinclair v Gianni Ross | 6-3,2-6,7-6 |
| ITF M15 Rancho Santa Fe | 2023/05/31 21:10 | Jacob Brumm v Gianni Ross | 6-4,3-6,2-6 |
| ITF M25 Valldoreix | 2023/05/09 10:00 | Svyatoslav Gulin v Gianni Ross | 6-3,6-4 |
| ITF M25 Valldoreix | 2023/05/08 10:30 | Federico Valle v Gianni Ross | 3-6,5-7 |
| ITF M25 Valldoreix | 2023/05/07 14:30 | Mikel Martinez v Gianni Ross | 4-6,1-6 |
| ITF M25 Sabadell | 2023/05/05 10:00 | Henrique Rocha v Gianni Ross | 6-2,6-3 |