| Eastern European Championship | 2020/12/29 13:30 | Gabriel Donev v Tomislav Jotovski | 6-3,6-0 |
| Eastern European Championship | 2020/12/14 08:00 | Gabriel Donev v Tomislav Jotovski | 4-6,6-2,6-2 |
| Eastern European Championship | 2020/11/16 15:10 | Gabriel Donev v Tomislav Jotovski | 6-0,7-6 |
| ITF Macedonia F2 | 2016/06/28 09:25 | Gabriel Donev v Tomislav Jotovski | 4-6,1-6 |
| UTR Pro Tennis Series Dubai | 2022/11/30 06:30 | Gabriel Donev v Simon Roberts | 4-6,6-2,6-3 |
| UTR Pro Tennis Series Dubai | 2022/11/29 05:00 | Gabriel Donev v Bogdan Bobrov | 2-6,6-2,5-7 |
| UTR Pro Tennis Series Dubai | 2022/11/28 08:00 | Ivan Denisov v Gabriel Donev | 2-6,3-6 |
| ITF M15 Sozopol | 2022/10/20 11:25 | Gabriel Donev v Maks Kasnikowski | 0-6,6-7 |
| ITF M15 Sozopol | 2022/10/19 07:00 | Gabriel Donev v Gabriel Matuszewski | 6-0,6-0 |
| ITF M15 Sozopol | 2022/10/13 07:00 | Maks Kasnikowski v Gabriel Donev | 6-4,6-4 |
| ITF M15 Sozopol | 2022/10/11 07:00 | Gabriel Donev v Petr Nesterov | 6-3,7-6 |
| ITF M15 Sozopol | 2022/10/06 06:45 | Robert Strombachs v Gabriel Donev | 7-5,6-2 |
| UTR Pro Tennis Series Dubai | 2022/12/01 05:00 | Bogdan Bobrov v Tomislav Jotovski | 6-2,6-3 |
| UTR Pro Tennis Series Dubai | 2022/11/28 06:30 | Tomislav Jotovski v Simon Roberts | 0-6,2-6 |
| ITF M15 Zlatibor | 2022/09/14 15:00 | Alen Moritz Hodzic v Tomislav Jotovski | 6-2,6-1 |
| ITF M15 Novi Sad | 2022/08/01 12:30 | Milan Drinic v Tomislav Jotovski | 7-5,7-6 |
| ITF M15 Novi Sad | 2022/07/31 08:30 | Aleksandar Mihailovic v Tomislav Jotovski | 0-6,0-6 |
| ITF M15 Sofia | 2022/07/06 12:30 | Tomislav Jotovski v Viktor Markov | 4-6,3-6 |
| ITF M15 Sofia | 2022/07/04 13:00 | Tomislav Jotovski v Drazen Petrovic | 7-5,7-6 |
| ITF M15 Sofia | 2022/07/04 08:00 | Tomislav Jotovski v Martin Dimitrov | 6-4,6-4 |