Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Tulsa | 2023/06/20 16:00 | Adam Walton v Gianni Ross | 6-0,6-1 |
| 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 M15 Los Angeles | 2023/06/21 19:50 | Nathan Ponwith v Maxwell McKennon | 6-4,6-4 |
| ITF M15 San Diego | 2023/06/05 19:00 | Bjorn Swenson v Maxwell McKennon | 1-6,4-6 |
| ITF M15 Rancho Santa Fe | 2023/05/30 16:00 | Noah Schachter v Maxwell McKennon | 6-0,7-6 |
| ITF M15 Rancho Santa Fe | 2023/05/29 20:30 | Alex Jones v Maxwell McKennon | 2-6,3-6 |
| Challenger Phoenix | 2023/03/13 22:40 | Alexander Shevchenko v Maxwell McKennon | 6-4,6-4 |
| ITF M25 Malibu | 2023/01/02 17:00 | Maxwell McKennon v Karlis Ozolins | 3-6,4-6 |
| UTR Pro Tennis Series California | 2022/12/23 01:48 | Alexander Kotzen v Maxwell McKennon | 6-3,6-1 |
| UTR Pro Tennis Series California | 2022/12/21 17:00 | Maxwell McKennon v Samuel Sippel | 6-3,6-3 |