Stadium: Court 4 Round: 26 Ground: Clay
| ITF - Dubrovnik M25 | 2023/04/05 12:10 | Josip Simundza v Simon A Ivanov | 2-6,4-6 |
| ITF - Heraklion M15 | 2023/03/21 11:25 | Simon A Ivanov v Yuichiro Inui | 5-7,3-6 |
| ITF - Heraklion M15 | 2023/03/16 10:45 | Simon A Ivanov v Aleksi Lofman | 3-6,6-1,6-7 |
| ITF - Heraklion M15 | 2023/03/14 09:55 | Simon A Ivanov v Yuichiro Inui | 6-1,6-4 |
| ITF - Antalya M15 | 2023/03/08 11:40 | Arthur Reymond v Simon A Ivanov | 6-2,6-4 |
| ITF - Torello M25 | 2023/02/28 10:40 | Daniel Merida Aguilar v Simon A Ivanov | 2-6,6-4,6-2 |
| ITF - Monastir M15 | 2023/01/24 10:20 | Simon A Ivanov v Ilia Simakin | 2-6,0-6 |
| ITF - Monastir M15 | 2023/01/17 08:30 | Bekkhan Atlangeriev v Simon A Ivanov | 7-6,6-0 |
| ITF - Dubrovnik M25 | 2023/04/05 07:00 | Nikita Mashtakov v Oleg Prihodko | 3-6,3-6 |
| UTR Pro - Zadar | 2023/04/02 06:00 | Oleg Prihodko v Dusan Obradovic | 6-2,7-6 |
| UTR Pro - Zadar | 2023/03/31 07:30 | Oleg Prihodko v Duje Ajdukovic | 3-6,6-0,2-6 |
| UTR Pro - Zadar | 2023/03/30 06:00 | Oleg Prihodko v Josip Simundza | 6-2,7-5 |
| UTR Pro - Zadar | 2023/03/29 06:00 | Andre Biro v Oleg Prihodko | 2-6,1-6 |
| UTR Pro - Zadar | 2023/03/28 07:30 | Ivan Sergeyev v Oleg Prihodko | 6-4,3-6,0-6 |
| Challenger Szekesfehervar | 2023/03/16 09:00 | Oleg Prihodko v Damir Dzumhur | 3-6,6-1,3-6 |
| Challenger Szekesfehervar | 2023/03/15 09:00 | Matyas Fuele v Oleg Prihodko | 2-6,1-6 |