Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Tavira | 2023/10/10 12:20 | David Pichler v Aleksandr Braynin | 6-7,3-6 |
| ITF M25 Falun | 2023/09/27 11:55 | Max Dahlin v Aleksandr Braynin | 3-6,6-3,7-6 |
| ITF M25 Falun | 2023/09/25 14:25 | Aleksandr Braynin v Jonathan Mridha | 6-3,6-3 |
| Challenger Bad Waltersdorf | 2023/09/17 08:00 | Aleksandr Braynin v Marcello Serafini | 5-7,4-6 |
| Challenger Istanbul | 2023/09/03 13:00 | Daniel Cukierman v Aleksandr Braynin | 6-4,7-6 |
| ITF M25 Oldenzaal | 2023/09/01 11:15 | Oliver Crawford v Aleksandr Braynin | 6-1,6-4 |
| ITF M25 Oldenzaal | 2023/08/31 11:00 | Aleksandr Braynin v Adam Panaras | 6-1,6-2 |
| ITF M25 Oldenzaal | 2023/08/30 18:10 | Aleksandr Braynin v Guy Den Heijer | 4-6,7-6,7-5 |
| ITF M25 Tavira | 2023/10/11 08:30 | Simon Freund v Diogo Marques | 6-3,7-6 |
| ITF M25 Tavira | 2023/10/10 08:30 | Alexis Boureau v Simon Freund | 3-6,1-6 |
| ITF M25 Tavira | 2023/10/09 09:00 | Tiago Boschmans v Simon Freund | 0-6,1-6 |
| ITF M25 Tavira | 2023/10/08 11:30 | Rafael Giotis v Simon Freund | 3-6,5-7 |
| ITF M25 Falun | 2023/09/25 07:55 | Jonas Trinker v Simon Freund | 5-7,6-1,10-2 |
| ITF M25 Falun | 2023/09/24 10:00 | Fabian Hansch Mauritzson v Simon Freund | 1-6,6-7 |
| ITF M15 Danderyd | 2023/09/20 09:55 | Simon Freund v Tibo Colson | 3-6,4-6 |
| ITF M15 Danderyd | 2023/09/19 08:00 | Simon Freund v Drew Van Orderlain | 6-4,6-3 |