Stadium: Tennis Club Jug - Court 06 Round: 28 Ground: Clay
| UTR Pro Winston-Salem | 2024/12/08 14:42 | Arsene Pougault v Obrad Markovski | 7-6,6-3 |
| UTR Pro Winston-Salem | 2024/12/07 14:00 | Franco Capalbo v Obrad Markovski | 6-7,4-5 |
| UTR Pro Winston-Salem | 2024/12/05 19:36 | Obrad Markovski v James Hopper | 7-6,6-4 |
| UTR Pro Winston-Salem | 2024/12/04 19:48 | Dylan Chang v Obrad Markovski | 2-6,3-6 |
| UTR Pro Winston-Salem | 2024/12/03 16:00 | Ioannis Xilas v Obrad Markovski | 6-1,6-1 |
| UTR Pro Winston-Salem | 2024/12/01 22:00 | Obrad Markovski v John Patrick Popowich | 6-3,6-3 |
| ITF M15 Kursumlijska Banja | 2024/08/14 11:35 | Obrad Markovski v Hayato Matsuoka | 3-6,1-6 |
| ITF M15 Kursumlijska Banja | 2024/08/13 07:30 | Egor Gorin v Obrad Markovski | 3-6,0-6 |
| ITF M15 Pirot | 2024/08/18 07:00 | Santiago Russo v David Simeonov | 6-3,6-2 |
| ITF M15 Sofia | 2024/08/12 12:30 | Edoardo De Filippo v David Simeonov | 6-1,4-6,10-5 |
| ITF M15 Sofia | 2024/08/12 07:30 | David Simeonov v Jacques-Kai Inoue | 5-7,6-2,11-9 |
| ITF M15 Sofia | 2024/08/11 08:00 | Boris Stojanovic v David Simeonov | 2-6,2-6 |
| ITF M25 Skopje | 2023/06/04 07:00 | Mateo Berta v David Simeonov | 7-6,6-2 |
| ITF M15 Pazardzhik | 2023/05/22 07:00 | Giuseppe Tresca v David Simeonov | 7-5,6-3 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | David Simeonov v Luca Nari | 6-2,6-3 |
| ITF M15 Pazardzhik | 2023/05/15 13:00 | David Simeonov v Ioannis Xilas | 4-6,3-6 |