Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/10/10 07:00 | Dinko Dinev v Mykhailo Mossur | 6-7,6-4,11-9 |
| ITF M15 Sharm El Sheikh | 2023/10/09 09:30 | Dinko Dinev v Anthony Popyrin | 6-3,3-6,14-12 |
| Challenger Manama | 2023/02/13 08:00 | Aleksandr Braynin v Dinko Dinev | 6-1,6-3 |
| ITF M15 Sharm El Sheikh | 2023/02/07 09:15 | Dinko Dinev v Nikita Ianin | 3-6,3-6 |
| ITF M15 Sharm El Sheikh | 2023/02/06 10:00 | Dinko Dinev v Martin Mazev | 6-2,6-2 |
| ITF M15 Sharm El Sheikh | 2023/02/05 14:00 | George Gregoriou v Dinko Dinev | 2-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/01/30 08:00 | Tomas Lanik v Dinko Dinev | 6-2,6-7,10-3 |
| ITF M15 Sharm El Sheikh | 2022/12/07 15:15 | Dinko Dinev v Pedja Krstin | 4-6,4-6 |
| ITF M15 Sharm El Sheikh | 2023/10/10 07:00 | Philip Henning v Biagio Gramaticopolo | 6-0,6-1 |
| ITF M15 Sharm El Sheikh | 2023/10/08 09:30 | Philip Henning v Jasper Lai | 6-1,6-1 |
| Davis Cup | 2023/08/12 09:25 | Philip Henning v Benedict Badza | 6-4,6-0 |
| Davis Cup | 2023/08/11 09:30 | Philip Henning v Liova Ajavon | 6-2,6-1 |
| Davis Cup | 2023/08/10 09:15 | Philip Henning v Eliakim Coulibaly | 6-2,0-6,4-6 |
| Davis Cup | 2023/08/09 09:35 | Philip Henning v Samir Hamza Reguig | 6-1,6-0 |
| ITF M25 Austin | 2022/11/09 17:30 | Bernard Tomic v Philip Henning | 6-3,6-4 |
| ITF M15 Tallahassee | 2022/10/29 14:55 | Philip Henning v Alex Knaff | 6-4,6-7,6-7 |