| ITF M15 Jakarta | 2019/08/21 04:50 | Ruan Roelofse v Rhett Purcell | 3-6,6-7 |
| ITF M15 Jakarta | 2019/08/18 03:00 | Sho Shimabukuro v Ruan Roelofse | 7-6,6-2 |
| ITF M15 Jakarta | 2019/08/17 02:30 | Aryan Goveas v Ruan Roelofse | 7-6,4-6,3-6 |
| ITF M15 Jakarta | 2019/08/16 02:30 | Ruan Roelofse v Ajeet Rai | 6-3,6-3 |
| ITF M15 Jakarta | 2019/08/15 02:30 | Ruan Roelofse v Manish Sureshkumar | 6-4,6-4 |
| ITF M15 Jakarta | 2019/08/14 06:00 | Jonathan Gray v Ruan Roelofse | 6-7,3-6 |
| ITF M15 Jakarta | 2019/08/08 03:55 | Vladyslav Orlov v Ruan Roelofse | 7-6,6-2 |
| ITF M15 Jakarta | 2019/08/07 02:30 | Alexander Crnokrak v Ruan Roelofse | 4-6,4-6 |
| Challenger Tampere | 2019/07/22 12:30 | Dimitar Kuzmanov v Andrea Pellegrino | 4-6,6-3,7-5 |
| Challenger Amersfoort | 2019/07/16 14:25 | Dimitar Kuzmanov v Kimmer Coppejans | 3-6,6-1,1-6 |
| Challenger Amersfoort | 2019/07/15 08:00 | Geoffrey Blancaneaux v Dimitar Kuzmanov | 5-7,1-6 |
| ITF M25 Cuneo | 2019/07/05 10:30 | Gijs Brouwer v Dimitar Kuzmanov | 6-7,6-4,6-2 |
| ITF M25 Cuneo | 2019/07/04 09:30 | Remy Bertola v Dimitar Kuzmanov | 2-6,0-6 |
| Challenger Milan | 2019/06/26 13:10 | Riccardo Balzerani v Dimitar Kuzmanov | 2-6,6-2,6-3 |
| Challenger Milan | 2019/06/25 08:00 | Corentin Denolly v Dimitar Kuzmanov | 3-6,4-6 |
| Challenger Parma | 2019/06/19 16:25 | Dimitar Kuzmanov v Stefano Travaglia | 5-7,4-6 |