Stadium: Court 1 Round: 26 Ground: Hardcourt indoor
| Challenger Astana | 2023/07/25 04:00 | Evgeny Philippov v Alafia Ayeni | 7-6,6-2 |
| ATP Newport | 2023/07/16 18:55 | Altug Celikbilek v Alafia Ayeni | 6-2,7-6 |
| ITF M25 Laval | 2023/07/14 17:55 | Alafia Ayeni v James Tracy | 3-6,7-5,1-6 |
| ITF M25 Laval | 2023/07/14 13:55 | Alafia Ayeni v Evan Bynoe | 6-1,7-6 |
| ITF M25 Laval | 2023/07/12 16:30 | Alafia Ayeni v Sasha Trkulja | 6-4,6-3 |
| Challenger Bloomfield Hills | 2023/07/02 18:00 | Tristan Schoolkate v Alafia Ayeni | 7-6,6-4 |
| ITF M15 Los Angeles | 2023/06/24 19:50 | Omni Kumar v Alafia Ayeni | 6-4,7-5 |
| ITF M15 Los Angeles | 2023/06/24 00:55 | Jonas Eriksson Ziverts v Alafia Ayeni | 1-6,4-6 |
| ITF M15 Lakewood | 2023/07/13 17:00 | Alexander Kotzen v Maxwell McKennon | 6-2,6-3 |
| ITF M15 Lakewood | 2023/07/12 18:25 | Maxwell McKennon v Dominique Rolland | 3-6,7-6,6-0 |
| ITF M15 Lakewood | 2023/07/11 17:00 | Maxwell McKennon v Elijah Strode | 6-7,7-6,10-5 |
| ITF M15 Lakewood | 2023/07/10 17:00 | Maxwell McKennon v Dylan Charlap | 6-2,6-2 |
| ITF M15 Lakewood | 2023/07/05 22:15 | Noah Zamora v Maxwell McKennon | 1-6,6-4,7-6 |
| ITF M15 Lakewood | 2023/07/04 17:00 | Maxwell McKennon v Kyle Overmyer | 6-3,6-2 |
| 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 |