Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 The Hague | 2023/07/06 14:05 | Aleksandr Braynin v Ryan Nijboer | 4-6,6-7 |
| ITF M25 The Hague | 2023/07/05 12:00 | Niels Visker v Aleksandr Braynin | 1-6,6-7 |
| ITF M25 Risskov/Aarhus | 2023/06/14 12:40 | Aleksandr Braynin v Goncalo Oliveira | 6-7,4-6 |
| Challenger Heilbronn | 2023/06/04 09:30 | Henri Squire v Aleksandr Braynin | 6-1,6-2 |
| ITF M25 Most | 2023/05/24 10:45 | Martin Damm v Aleksandr Braynin | 6-3,6-4 |
| ITF M25 Most | 2023/05/23 08:00 | Aleksandr Braynin v Matyas Cerny | 6-1,3-6,5-10 |
| ITF M25 Most | 2023/05/22 08:00 | Aleksandr Braynin v Roman Ruenger | 7-5,6-3 |
| Challenger Turin | 2023/05/16 16:00 | Aleksandr Braynin v Flavio Cobolli | 3-6,3-6 |
| ITF M15 Kalmar | 2023/05/16 12:00 | Simon Freund v Lewie Lane | 6-7,3-6 |
| ITF M25 Varnamo | 2023/05/11 08:15 | Dragos Nicolae Madaras v Simon Freund | 6-1,6-4 |
| ITF M25 Varnamo | 2023/05/10 08:10 | Simon Freund v Yan Sabanin | 6-0,6-0 |
| ITF M15 Antalya | 2023/04/24 09:05 | Simon Freund v Radovan Michalik | 2-6,0-6 |
| ITF M15 Antalya | 2023/04/17 12:35 | Konstantin Zhzhenov v Simon Freund | 1-6,6-2,10-2 |
| ITF M15 Antalya | 2023/04/16 07:00 | Maximilian Figl v Simon Freund | 6-1,2-6,5-10 |
| ITF M15 Monastir | 2023/02/22 12:35 | Simon Freund v Niccolo Baroni | 7-5,4-6,2-6 |
| ITF M15 Monastir | 2023/02/20 10:25 | Simon Freund v Ruben Hartig | 6-4,6-4 |