Stadium: Court 7
| ITF Macedonia F2 | 2016/06/28 09:25 | Gabriel Donev v Tomislav Jotovski | 4-6,1-6 |
| ATP Sofia | 2020/11/07 10:00 | Fabrizio Ornago v Gabriel Donev | 6-3,1-6,6-2 |
| ITF M15 Heraklion | 2020/11/02 11:00 | Gabriel Donev v Clement Tabur | 3-6,1-6 |
| ITF M15 Heraklion | 2020/11/01 12:00 | Gabriel Donev v Billy Harris | 3-6,6-1,10-7 |
| ITF M15 Heraklion | 2020/10/26 07:30 | Gabriel Donev v Michal Dembek | 1-6,2-6 |
| ITF M15 Curtea de Arges | 2020/09/17 11:05 | Duje Ajdukovic v Gabriel Donev | 7-5,7-6 |
| ITF M15 Curtea de Arges | 2020/09/16 07:00 | Gabriel Donev v Michal Dembek | 6-3,6-1 |
| ITF M15 Curtea de Arges | 2020/09/15 08:40 | Gabriel Donev v Valentin Vanta | 6-2,6-1 |
| ITF M15 Curtea de Arges | 2020/09/14 08:30 | Gabriel Donev v Gabi Adrian Boitan | 6-2,6-0 |
| Eastern European Championship | 2020/06/25 12:00 | Tomislav Jotovski v Ergi Kirkin | 1-6,4-6 |
| Eastern European Championship | 2020/06/24 14:00 | Filip Krajinovic v Tomislav Jotovski | 6-0,6-1 |
| Eastern European Championship | 2020/06/18 13:20 | Tomislav Jotovski v Blaz Rola | 2-6,3-6 |
| Eastern European Championship | 2020/06/17 12:00 | Tomislav Jotovski v Marko Tepavac | 2-6,3-6 |
| Eastern European Championship | 2020/06/16 12:00 | Tomislav Jotovski v Darko Jandric | 6-1,6-3 |
| Eastern European Championship | 2020/06/15 18:00 | Tomislav Jotovski v Nikola Cacic | 1-6,6-4,2-6 |
| Eastern European Championship | 2020/06/15 16:42 | Tomislav Jotovski v Nikola Cacic | 1-6,6-4,2-5 |
| ITF M15 Porec | 2020/03/11 09:00 | Tomislav Jotovski v Julian Ocleppo | 1-6,4-6 |