Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Manacor | 2022/01/04 12:30 | Benjamin Hassan v Alafia Ayeni | 1-6,6-2,7-5 |
| Challenger Nonthaburi | 2023/01/02 06:30 | Benjamin Hassan v Lloyd Harris | 2-6,5-7 |
| Challenger Bratislava | 2022/11/06 09:30 | Benjamin Hassan v Karl Friberg | 6-7,1-6 |
| Challenger Ortisei | 2022/10/23 14:50 | Benjamin Hassan v Sandro Kopp | 4-6,4-6 |
| Challenger Hamburg | 2022/10/20 12:00 | Benjamin Hassan v Henri Laaksonen | 4-6,6-3,6-7 |
| Challenger Hamburg | 2022/10/18 12:40 | Benjamin Hassan v Evgeny Karlovskiy | 6-3,3-6,6-4 |
| Challenger Ismaning | 2022/10/11 12:20 | Bu Yunchaokete v Benjamin Hassan | 7-6,6-2 |
| Challenger Alicante | 2022/10/03 12:00 | Frederico Ferreira Silva v Benjamin Hassan | 4-6,6-2,6-0 |
| Davis Cup | 2022/09/17 11:35 | Benjamin Hassan v Valentin Vacherot | 3-6,6-7 |
| Challenger Nonthaburi | 2023/01/08 09:00 | Oleksandr Ovcharenko v Alafia Ayeni | 3-6,6-7 |
| Challenger Nonthaburi | 2023/01/04 03:00 | Alafia Ayeni v Evgeny Donskoy | 4-6,4-6 |
| Challenger Nonthaburi | 2023/01/03 03:00 | Valentin Royer v Alafia Ayeni | 4-6,6-3,2-6 |
| Challenger Nonthaburi | 2023/01/02 03:00 | Alafia Ayeni v Ji Sung Nam | 6-3,6-4 |
| Challenger Nonthaburi | 2023/01/01 03:00 | Giovanni Oradini v Alafia Ayeni | 3-6,3-6 |
| Challenger Temuco | 2022/11/23 13:00 | Nick Hardt v Alafia Ayeni | 6-3,3-6,7-5 |
| Challenger Temuco | 2022/11/22 15:00 | Alafia Ayeni v Mariano Navone | 7-6,6-4 |
| Challenger Temuco | 2022/11/21 13:00 | Alafia Ayeni v Nicolas Villalon | 6-4,6-2 |