| UTR Pro Tennis Series Sofia | 2021/09/02 07:00 | Vladimir Popov v Christos Keisidis | 7-6,6-7,3-6 |
| UTR Pro Tennis Series Sofia | 2021/09/01 11:00 | Mick Lescure v Vladimir Popov | 1-6,4-6 |
| 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 07:00 | Viktor Markov v Vladimir Popov | 6-3,7-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/18 07:30 | Dmitrii Vasilev v Vladimir Popov | 2-6,1-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 12:00 | Vladimir Popov v Arthus De La Bassetiere | 6-4,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 09:00 | Vladimir Popov v Aleksandr Braynin | 4-6,5-7 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/14 07:30 | Vladimir Popov v Gorazd Srbljak | 1-6,4-6 |