| UTR Pro Tennis Series - Pazardzhik | 2021/07/12 07:30 | Dian Nedev v Aristotelis Thanos | 6-4,5-4 |
| ITF - M15 Antalya | 2021/06/21 11:35 | Dian Nedev v Filip Duda | 4-6,2-6 |
| ITF - M15 Antalya | 2021/06/20 07:00 | Jason Janis v Dian Nedev | 2-6,2-6 |
| ITF - M15 Antalya | 2021/06/15 09:45 | Dian Nedev v Pietro Marino | 2-6,6-7 |
| ITF - M15 Antalya | 2021/06/14 13:35 | Dian Nedev v Egor Matvievici | 6-1,6-2 |
| ITF - M15 Antalya | 2021/06/13 07:30 | Billy Harris v Dian Nedev | 6-7,6-2,8-10 |
| ITF - M15 Skopje | 2021/06/10 07:45 | Ryan Nijboer v Dian Nedev | 6-3,6-2 |
| ITF - M15 Skopje | 2021/06/08 09:00 | Nicolo Turchetti v Dian Nedev | 4-6,6-3,8-10 |
| UTR Pro Tennis Series - Pazardzhik | 2021/07/12 07:30 | Denislav Prodanov v Ilya Snitari | 1-6,1-6 |
| ITF - M15 Sofia | 2021/07/07 07:00 | Timo Legout v Denislav Prodanov | 6-0,7-6 |
| ITF - M15 Sofia | 2021/07/05 07:00 | Denislav Prodanov v Mihnea L.S. Turcu | 6-0,6-0 |
| ITF - M15 Sofia | 2021/07/04 06:30 | Obrad Markovski v Denislav Prodanov | 1-6,7-5,7-10 |
| UTR Pro Tennis Series - Pazardzhik | 2021/04/03 08:30 | Denislav Prodanov v Pierre Faivre | 0-6,1-6 |
| UTR Pro Tennis Series - Pazardzhik | 2021/04/02 10:00 | Jules Marie v Denislav Prodanov | 6-1,6-0 |
| ITF Bulgaria F1 Qual | 2017/05/07 09:00 | Denislav Prodanov v Radoslav Shandarov | 0-6,6-2,6-7 |