Stadium: Court 1 Round: 25 Ground: Clay
| ITF - Antalya M15 | 2019/03/22 09:30 | Dimitar Kuzmanov v Dmitry Popko | 3-6,6-2,2-6 |
| ITF - Antalya M15 | 2019/03/21 09:30 | Dimitar Kuzmanov v Shalva Dzhanashia | 6-1,6-2 |
| ITF - Antalya M15 | 2019/03/20 07:15 | Dimitar Kuzmanov v Alexander Erler | 6-0,6-1 |
| ITF - Antalya M15 | 2019/03/14 07:15 | Dimitar Kuzmanov v Felipe Meligeni Rodrigues Alves | 6-2,2-6,5-7 |
| ITF - Antalya M15 | 2019/03/12 11:00 | Dimitar Kuzmanov v Bogdan Ionut Apostol | 6-2,6-1 |
| Challenger Bangkok 1A | 2019/02/21 03:00 | Dimitar Kuzmanov v James Duckworth | 3-6,1-6 |
| Challenger Bangkok | 2019/02/13 03:00 | Yuichi Sugita v Dimitar Kuzmanov | 6-4,6-4 |
| Challenger Bangkok | 2019/02/12 03:00 | Evgeny Tyurnev v Dimitar Kuzmanov | 3-6,1-6 |
| ITF - Antalya M15 | 2019/04/10 08:25 | Paul Woerner v Ronald Slobodchikov | 4-6,6-1,2-6 |
| ITF M15 Tabarka | 2019/03/14 08:30 | Paul Woerner v Filip Cristian Jianu | 6-3,2-6,6-3 |
| ITF M15 Tabarka | 2019/03/08 10:20 | Florent Diep v Paul Woerner | 2-6,6-1,6-0 |
| ITF M15 Tabarka | 2019/03/07 13:20 | Paul Woerner v Mathieu Perchicot | 7-5,6-4 |
| ITF M15 Tabarka | 2019/03/06 08:30 | Anas Fattar v Paul Woerner | 4-6,4-6 |
| ITF - Monastir M15 | 2019/02/19 08:30 | Paul Woerner v Francesco Forti | 2-6,4-6 |
| ITF - Monastir M15 | 2019/02/12 10:40 | Paul Woerner v Dimitriy Voronin | 7-6,4-6,0-6 |
| ITF - Antalya M15 | 2019/01/16 10:50 | Paul Woerner v Duje Kekez | 6-4,0-6,6-2 |