| ITF M15 Novomoskovsk | 2020/09/02 09:55 | Ivan Sergeyev v Oleg Prihodko | 7-6,6-2 |
| UTR Pro Zadar | 2023/03/27 06:45 | Andre Biro v Ivan Sergeyev | 2-6,6-3,6-0 |
| ITF M25 Palmanova | 2023/03/14 09:50 | Miguel Damas v Ivan Sergeyev | 6-1,6-3 |
| ITF M25 Palmanova | 2023/03/13 08:00 | Jiri Cizek v Ivan Sergeyev | 0-6,2-6 |
| ITF M25 Palmanova | 2023/03/12 12:00 | Joan Nadal Vives v Ivan Sergeyev | 3-6,4-6 |
| ITF M25 Antalya | 2023/02/05 07:00 | Rrezart Cungu v Ivan Sergeyev | 6-3,6-2 |
| ITF M15 Antalya | 2023/01/25 08:30 | Ivan Sergeyev v Nikola Puntaric | 6-2,6-0 |
| ITF M15 Antalya | 2023/01/24 06:30 | Ivan Sergeyev v Jan Kobierski | 6-4,6-7,10-8 |
| ITF M15 Antalya | 2023/01/23 09:50 | Timur Maulenov v Ivan Sergeyev | 2-6,2-6 |
| 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 |
| Challenger Szekesfehervar | 2023/03/13 10:40 | Oleg Prihodko v Kenny de Schepper | 6-4,6-3 |
| Challenger Szekesfehervar | 2023/03/12 14:00 | Evgeny Karlovskiy v Oleg Prihodko | 6-7,1-6 |
| Challenger Pau | 2023/02/26 17:50 | Valentin Royer v Oleg Prihodko | 7-6,6-4 |
| Challenger Rovereto | 2023/02/19 16:55 | Andrea Arnaboldi v Oleg Prihodko | 6-7,7-5,6-3 |
| UTR Pro Tigre | 2023/02/05 18:57 | Hernan Casanova v Oleg Prihodko | 6-4,6-2 |
| UTR Pro Tigre | 2023/02/04 23:00 | Oleg Prihodko v Juan Pablo Paz | 3-6,6-4,6-0 |