Stadium: Court 6 Round: 166 Ground: Hardcourt outdoor
| ITF USA F8 Qual | 2018/03/17 17:00 | Vasil Kirkov v Sem Verbeek | 4-6,3-6 |
| Challenger Granby | 2019/07/22 17:00 | Ernesto Escobedo v Sem Verbeek | 6-3,3-6,6-2 |
| Challenger Amersfoort | 2019/07/16 08:00 | Emil Ruusuvuori v Sem Verbeek | 6-3,6-4 |
| Challenger Amersfoort | 2019/07/15 08:00 | Sem Verbeek v Mark Vervoort | 6-1,6-4 |
| Challenger Parma | 2019/06/17 08:00 | Marco Bortolotti v Sem Verbeek | 6-2,6-0 |
| Challenger Jerusalem | 2019/05/21 10:15 | Sem Verbeek v Alessandro Bega | 1-6,0-6 |
| Challenger Jerusalem | 2019/05/20 07:00 | Enrico Dalla Valle v Sem Verbeek | 4-6,6-1,6-4 |
| Challenger Braga | 2019/05/07 09:00 | Sem Verbeek v Oriol Roca Batalla | 1-6,2-6 |
| Challenger Braga | 2019/05/06 09:05 | Bernardo Saraiva v Sem Verbeek | 5-7,6-7 |
| ITF M15 Rochester | 2019/06/26 23:05 | Strong Kirchheimer v Vasil Kirkov | 6-4,6-1 |
| ITF M15 Orlando | 2019/06/21 14:00 | Vasil Kirkov v Diego Hidalgo | 1-6,4-6 |
| ITF M15 Orlando | 2019/06/20 13:00 | Keenan Mayo v Vasil Kirkov | 3-6,3-6 |
| ITF M15 Orlando | 2019/06/18 14:00 | Ishaan Ravichander v Vasil Kirkov | 2-6,0-6 |
| ITF M15 Champaign | 2019/06/05 21:30 | Vasil Kirkov v Nathan Ponwith | 2-6,6-4,4-6 |
| ITF M15 Heraklion | 2019/05/30 07:00 | Emil Ruusuvuori v Vasil Kirkov | 6-0,3-6,6-4 |
| ITF M15 Heraklion | 2019/05/28 09:00 | Vasil Kirkov v Jean Thirouin | 5-7,6-3,6-3 |
| ITF M15 Heraklion | 2019/05/21 07:00 | Vasil Kirkov v Peter Bothwell | 6-7,7-6,6-7 |