Stadium: Tennis Club Jug - Court 06 Ground: Clay
Referee:
| 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 |
| ITF M15 Kursumlijska Banja | 2024/05/19 10:00 | Tomislav Jotovski v Maxim Krapivin | 2-6,0-6 |
| ITF M25 Skopje | 2023/06/07 12:30 | Tomislav Jotovski v Gorazd Srbljak | 0-6,2-6 |
| UTR Pro Dubai | 2023/02/11 08:00 | Muhammad Shoaib v Tomislav Jotovski | 3-0 |
| UTR Pro Dubai | 2023/02/09 06:30 | Tomislav Jotovski v Lohithaksha Bathrinath | 1-6,7-5,0-6 |
| UTR Pro Dubai | 2023/02/08 05:00 | Tomislav Jotovski v Luka Pavlovic | 1-6,1-6 |
| UTR Pro Dubai | 2023/02/07 09:03 | Tomislav Jotovski v Benedikt Henning | 3-6,0-6 |
| UTR Pro Dubai | 2023/02/06 05:00 | Tomislav Jotovski v Kai Lemstra | 1-6,0-6 |
| UTR Pro Dubai | 2023/02/04 11:00 | Tomislav Jotovski v Savriyan Danilov | 3-6,1-6 |