Stadium: Court 2 Round: 25 Ground: Clay
| 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 |
| Challenger Turin | 2023/05/14 10:00 | Aleksandr Braynin v Kristjan Tamm | 1-6,6-3,6-4 |
| ITF M25 Valldoreix | 2023/05/10 10:15 | Aleksandr Braynin v Maxwell Exsted | 6-3,1-6,2-6 |
| ITF M25 Valldoreix | 2023/05/09 08:00 | Aleksandr Braynin v Nikolay Nedelchev | 7-6,6-2 |
| ITF M25 Cordoba | 2023/06/09 11:15 | Goncalo Oliveira v Carlos Lopez Montagud | 6-7,6-7 |
| ITF M25 Cordoba | 2023/06/07 16:00 | Goncalo Oliveira v Valerio Aboian | 6-2,6-4 |
| ITF M25 Rome | 2023/06/03 09:30 | Luca Potenza v Goncalo Oliveira | 2-6,1-6 |
| ITF M25 Rome | 2023/06/02 11:35 | Remy Bertola v Goncalo Oliveira | 3-6,4-6 |
| ITF M25 Rome | 2023/06/01 10:50 | Stefano Napolitano v Goncalo Oliveira | 6-7,3-6 |
| ITF M25 Rome | 2023/05/31 08:00 | Stefano Baldoni v Goncalo Oliveira | 3-6,1-6 |
| ITF M25 Rome | 2023/05/30 08:00 | Gonzalo Bueno v Goncalo Oliveira | 6-7,6-3,1-6 |
| ITF M25 Prague | 2023/05/19 10:40 | Goncalo Oliveira v Andrew Paulson | 6-2,6-3 |