Stadium: Court 1 Round: 28 Ground: Clay
| Challenger Buenos Aires | 2018/11/16 19:00 | Bastian Malla v Dimitar Kuzmanov | 4-6,2-6 |
| ITF M15 Plovdiv | 2019/06/07 07:30 | Dimitar Kuzmanov v Vladyslav Orlov | 7-5,2-6,6-3 |
| ITF M15 Plovdiv | 2019/06/06 09:10 | Dimitar Kuzmanov v Vasko Mladenov | 6-3,6-0 |
| ITF M15 Plovdiv | 2019/06/05 08:05 | Dimitar Kuzmanov v Nicolas Alberto Arreche | 6-3,6-3 |
| Challenger Jerusalem | 2019/05/23 08:40 | Dimitar Kuzmanov v Edan Leshem | 4-6,4-6 |
| Challenger Jerusalem | 2019/05/22 11:10 | Goncalo Oliveira v Dimitar Kuzmanov | 6-7,2-6 |
| Challenger Jerusalem | 2019/05/21 07:00 | Frederico Ferreira Silva v Dimitar Kuzmanov | 2-6,6-7 |
| ITF M15 Antalya | 2019/05/19 07:45 | Dimitar Kuzmanov v Oleg Prihodko | 3-6,6-2,6-1 |
| ITF M15 Antalya | 2019/05/18 09:50 | Dimitar Kuzmanov v Victor Vlad Cornea | 6-2,6-1 |
| ITF M15 Plovdiv | 2019/06/07 07:30 | Bastian Malla v Gilbert S K Junior | 6-1,6-3 |
| ITF M15 Plovdiv | 2019/06/06 07:00 | Bastian Malla v Alexander Igoshin | 7-6,6-4 |
| ITF M15 Plovdiv | 2019/06/05 07:00 | Bastian Malla v Simon A Ivanov | 6-0,6-0 |
| ITF M25 Vero Beach | 2019/04/30 16:00 | Bastian Malla v Andrew Watson | 6-7,5-7 |
| ITF M15 Orange Park | 2019/04/18 17:50 | Bastian Malla v Mateus Alves | 3-6,3-6 |
| ITF M15 Orange Park | 2019/04/17 17:35 | Bastian Malla v Alex Blumenberg | 6-3,6-3 |
| ITF M15 Sunrise | 2019/04/11 17:00 | Sandro Ehrat v Bastian Malla | 6-1,6-1 |
| ITF M15 Sunrise | 2019/04/09 15:00 | Vasil Kirkov v Bastian Malla | 6-1,2-6,2-6 |