Stadium: Court Central Round: 28 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/01/08 09:00 | Guy Den Ouden v Bogdan Bobrov | 7-5,6-2 |
| ITF M25 Monastir | 2023/11/30 08:30 | Adrien Berrut v Bogdan Bobrov | 7-6,3-6,2-6 |
| ITF M25 Monastir | 2023/11/29 11:45 | Romeo Hadzimehmedovic v Bogdan Bobrov | 3-6,3-6 |
| ITF M25 Monastir | 2023/11/21 12:00 | Bogdan Bobrov v Martyn Pawelski | 6-4,4-6,2-6 |
| ITF M25 Monastir | 2023/11/18 09:00 | Hady Habib v Bogdan Bobrov | 6-3,6-4 |
| ITF M25 Monastir | 2023/11/17 08:30 | Fabrizio Andaloro v Bogdan Bobrov | 1-6,6-4,4-6 |
| ITF M25 Monastir | 2023/11/16 08:30 | Brian Bozemoj v Bogdan Bobrov | 1-6,2-6 |
| ITF M25 Monastir | 2023/11/15 12:30 | Bogdan Bobrov v Salvatore Caruso | 7-6,6-4 |
| ITF M15 Monastir | 2023/11/10 09:30 | Bogdan Bobrov v Egor Agafonov | 6-7,7-5,1-6 |
| ITF M25 Monastir | 2023/12/01 09:00 | Guy Den Ouden v Daniel Masur | 7-5,6-1 |
| ITF M25 Monastir | 2023/11/30 10:30 | Guy Den Ouden v Jakob Schnaitter | 6-4,6-3 |
| ITF M25 Monastir | 2023/11/28 10:10 | Guy Den Ouden v Maximus Jones | 6-4,6-4 |
| ITF M25 Heraklion | 2023/11/08 07:00 | Jakub Nicod v Guy Den Ouden | 7-6,6-7,4-6 |
| ITF M25 Heraklion | 2023/11/05 08:00 | Arthur Gea v Guy Den Ouden | 2-6,2-6 |
| ITF M25 Heraklion | 2023/11/04 08:00 | Enrico Dalla Valle v Guy Den Ouden | 3-6,2-6 |
| ITF M25 Heraklion | 2023/11/03 08:00 | Guy Den Ouden v Vladyslav Orlov | 6-4,1-6,6-1 |
| ITF M25 Heraklion | 2023/11/02 10:00 | Guy Den Ouden v Szymon Kielan | 7-5,6-0 |