Round: 1
| Eastern European Championship | 2020/06/15 08:00 | Blaz Rola v Alexander Shevchenko | 7-5,7-6 |
| ATP - Dubai | 2020/02/22 07:00 | Blaz Rola v Dennis Novak | 6-7,7-6,4-6 |
| Challenger - Bengaluru | 2020/02/14 12:05 | Blaz Rola v Stefano Travaglia | 4-6,6-4,2-6 |
| Challenger - Bengaluru | 2020/02/13 09:30 | Sumit Nagal v Blaz Rola | 3-6,3-6 |
| Challenger - Bengaluru | 2020/02/11 08:15 | Vladyslav Orlov v Blaz Rola | 5-7,3-6 |
| ATP - Pune | 2020/02/02 09:30 | Blaz Rola v Roberto Marcora | 4-6,6-7 |
| ATP - Pune | 2020/02/01 09:30 | Blaz Rola v Malek Jaziri | 6-7,7-6,7-6 |
| Australian Open | 2020/01/14 08:15 | Sergiy Stakhovsky v Blaz Rola | 7-6,6-4 |
| Eastern European Championship | 2020/06/15 08:00 | Dimitar Kuzmanov v Hamad Medjedovic | 6-1,6-3 |
| Davis Cup | 2020/03/08 00:50 | Jesse Flores v Dimitar Kuzmanov | 4-6,3-6 |
| Davis Cup | 2020/03/07 00:00 | Julian Saborio v Dimitar Kuzmanov | 4-6,2-6 |
| ITF - M25 Antalya | 2020/02/28 07:30 | Jonas Forejtek v Dimitar Kuzmanov | 6-4,3-6,7-5 |
| ITF - M25 Antalya | 2020/02/27 08:25 | Nikolas Sanchez Izquierdo v Dimitar Kuzmanov | 1-6,4-6 |
| ITF - M25 Antalya | 2020/02/26 12:25 | Marko Miladinovic v Dimitar Kuzmanov | 6-1,5-7,0-6 |
| Challenger - Koblenz | 2020/02/21 12:00 | Dimitar Kuzmanov v Tomas Machac | 4-6,4-6 |
| Challenger - Koblenz | 2020/02/20 14:00 | Dimitar Kuzmanov v Dustin Brown | 4-6,6-3,6-4 |