Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| 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 Los Angeles | 2023/06/22 18:00 | Kai Brady v Alafia Ayeni | 2-6,6-4,3-6 |
| ITF M15 Los Angeles | 2023/06/21 18:00 | Daniel De Jonge v Alafia Ayeni | 2-6,2-6 |
| Challenger Nottingham | 2023/06/11 14:55 | Shintaro Mochizuki v Alafia Ayeni | 6-4,7-6 |
| Challenger Tyler | 2023/06/04 18:45 | Alafia Ayeni v Christian Langmo | 4-6,6-7 |
| Challenger Little Rock | 2023/05/28 15:00 | Peter Gojowczyk v Alafia Ayeni | 6-7,7-6,6-0 |
| ITF M25 Laval | 2023/07/10 21:55 | Benjamin Thomas George v Sasha Trkulja | 3-6,6-3,8-10 |
| ITF M25 Laval | 2023/07/09 21:35 | Alexandr Achour v Sasha Trkulja | 2-6,1-6 |
| ITF M15 South Bend | 2023/06/20 15:00 | Semen Pankin v Sasha Trkulja | 7-5,6-2 |
| ITF M25 Wichita | 2023/06/12 15:00 | Sasha Trkulja v Ryan Fishback | 2-6,4-6 |
| ITF M15 Pittsburgh | 2022/07/12 14:00 | Keshav Chopra v Sasha Trkulja | 6-3,6-1 |
| ITF M15 Pittsburgh | 2022/07/11 14:00 | Daniel Shemesh v Sasha Trkulja | 3-6,6-2,6-10 |
| ITF M15 South Bend | 2022/06/21 12:30 | Adam Walton v Sasha Trkulja | 6-1,7-6 |
| ITF M15 South Bend | 2022/06/20 13:00 | Sasha Trkulja v Tom Dynka | 6-0,6-1 |