| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mihael Mihaylov v Viktor Markov | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/31 11:00 | Mihael Mihaylov v Vladimir Popov | 1-6,3-5 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Mihael Mihaylov v Lescure, Mick | 6-2,6-3 |
| UTR Pro Tennis Series Sofia | 2021/08/29 12:30 | Mihael Mihaylov v Alexandar Lazarov | 0-6,3-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Ianakiev, Milen v Julien De Cuyper | 6-3,5-1 |
| UTR Pro Tennis Series Sofia | 2021/08/31 09:30 | Ianakiev, Milen v Lazov, Alexander | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Ianakiev, Milen v Dzhavakian, Yurii | 4-6,2-6 |
| ITF - M15 Doha | 2020/03/12 13:55 | Ianakiev, Milen v Deviatiarov, Marat | 2-6,0-6 |
| ITF - M15 Doha | 2020/03/11 13:05 | Ianakiev, Milen v Rashed Nawaf | 3-6,6-1,6-2 |
| ITF - M15 Doha | 2020/03/10 12:00 | Ianakiev, Milen v Abdulla, Mohammed | 6-2,6-2 |
| ITF - M15 Héraklion | 2019/12/08 10:00 | Ianakiev, Milen v Sizya Ernest Kivanda | 2-6,6-2,8-10 |
| ITF - M15 Héraklion | 2019/12/02 09:30 | Amatiste, Gianmarco v Ianakiev, Milen | 3-6,6-3,10-4 |