Stadium: Center Court Round: 29 Ground: Hardcourt outdoor
| UTR Pro Olomouc | 2023/11/12 10:00 | Oleg Prihodko v Petr Michnev | 7-6,2-6,4-6 |
| UTR Pro Olomouc | 2023/11/11 08:30 | Oleg Prihodko v Karol Filar | 6-4,5-4 |
| UTR Pro Olomouc | 2023/11/10 09:48 | Dennis Dragomirov v Oleg Prihodko | 2-6,3-6 |
| UTR Pro Olomouc | 2023/11/09 10:00 | Christos Keisidis v Oleg Prihodko | 3-6,1-5 |
| UTR Pro Olomouc | 2023/11/08 10:00 | Gabor Mathe v Oleg Prihodko | 0-6,0-5 |
| UTR Pro Olomouc | 2023/11/06 09:19 | Jakub Vrba v Oleg Prihodko | 1-6,3-6 |
| ITF M15 Heraklion | 2023/10/26 11:00 | Oleg Prihodko v Stefanos Sakellaridis | 3-6,6-1,6-2 |
| ITF M15 Heraklion | 2023/10/24 09:00 | Thiemo De Bakker v Oleg Prihodko | 6-4,4-6,5-7 |
| ITF M15 Santo Domingo | 2023/11/17 15:00 | Henrik Wiersholm v Bruno Kuzuhara | 2-6,2-6 |
| ITF M15 Santo Domingo | 2023/11/16 16:30 | Henrik Wiersholm v Petro Orlando Fellin | 7-5,6-3 |
| ITF M15 Santo Domingo | 2023/11/15 17:50 | Henrik Wiersholm v Aydan Gomez Osorio | 6-3,6-1 |
| ITF M15 Santo Domingo | 2023/11/12 12:50 | Henrik Wiersholm v Bruno Kuzuhara | 4-6,6-1,5-10 |
| ITF M15 Santo Domingo | 2023/11/11 13:00 | Henrik Wiersholm v Alexander Vlahos | 6-1,6-3 |
| ITF M15 Santo Domingo | 2023/11/08 17:30 | Henrik Wiersholm v Lance A L Castelan | 5-7,6-0,6-2 |
| ITF M25 Cairns | 2023/10/10 08:25 | Henrik Wiersholm v Blake Ellis | 2-6,6-7 |
| ITF M25 Cairns | 2023/10/02 23:50 | Henrik Wiersholm v Matt Hulme | 3-6,2-6 |