Stadium: Court 9 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Irvine | 2023/06/29 00:10 | Gianni Ross v Maxwell McKennon | 1-6,3-6 |
| 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 Manzanillo | 2023/06/27 18:04 | Dylan Charlap v Roberto Ferrer Guimaraes | 1-5 |
| UTR Pro Manzanillo | 2023/06/26 19:00 | Dylan Charlap v John Kim | 3-6,4-6 |
| UTR Pro Manzanillo | 2023/06/24 17:28 | Dylan Charlap v Luis Humberto Lopez | 2-6,7-6,6-7 |
| UTR Pro Manzanillo | 2023/06/23 23:30 | Maximiliano Estevez v Dylan Charlap | 6-1,6-2 |
| UTR Pro Manzanillo | 2023/06/22 22:13 | Eugenio G Fitzmaurice v Dylan Charlap | 6-7,2-6 |
| UTR Pro Manzanillo | 2023/06/21 17:30 | Marshall Tutu v Dylan Charlap | 6-3,6-3 |
| UTR Pro Manzanillo | 2023/06/20 15:50 | Alan Magadan v Dylan Charlap | 6-7,6-2,5-7 |
| UTR Pro Mexico City | 2023/04/30 16:00 | Dylan Charlap v Chris Letcher | 5-7,2-6 |