Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF- M15 - Sunrise | 2019/04/08 15:00 | Alexander Knight v Gabriel Donev | 6-4,6-3 |
| ITF - M15 Cancun | 2019/03/27 16:30 | Gabriel Donev v Andrew Watson | 0-6,2-6 |
| ITF - M15 Cancun | 2019/03/25 19:00 | George Botezan v Gabriel Donev | 2-6,2-6 |
| ITF - M15 Cancun | 2019/03/25 17:00 | Wilfredo Gonzalez v Gabriel Donev | 2-6,6-3,8-10 |
| ITF - M15 Cancun | 2019/03/18 18:30 | Maksim Tikhomirov v Gabriel Donev | 6-2,6-2 |
| ITF - M15 Cancun | 2019/03/18 14:30 | Matt McBride v Gabriel Donev | 6-4,4-6,8-10 |
| ITF - M15 - Antalya | 2019/02/18 07:00 | Alexander Weis v Gabriel Donev | 6-2,6-0 |
| ATP - Sofia | 2019/02/03 14:05 | Sergiy Stakhovsky v Gabriel Donev | 6-1,6-2 |
| ITF - M15 Sozopol | 2019/05/07 09:00 | Boris Pokotilov v Christos Keisidis | 6-3,3-6,10-3 |
| ITF - M15 Sozopol | 2019/05/06 07:00 | Boris Pokotilov v Martin Iliev | 6-3,7-6 |
| ITF M15 Grasse | 2019/05/02 11:15 | Hugo Gaston v Boris Pokotilov | 6-3,6-0 |
| ITF M15 Grasse | 2019/05/01 12:35 | Boris Pokotilov v Nicolas Alberto Arreche | 6-3,6-3 |
| ITF M15 Grasse | 2019/04/29 14:30 | Alexis Boureau v Boris Pokotilov | 3-6,3-6 |
| ITF M15 Grasse | 2019/04/29 09:15 | David Quayle v Boris Pokotilov | 5-7,2-6 |
| ITF - M15 Sharm El Sheikh | 2019/04/12 08:00 | Boris Pokotilov v Lukáš Klein | 3-6,3-6 |
| ITF - M15 Sharm El Sheikh | 2019/04/11 10:40 | Boris Pokotilov v Adam Bronka | 6-1,6-0 |