Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Monastir | 2023/11/07 10:25 | Philip Henning v Teymuraz Gabashvili | 6-0,6-2 |
| ITF M25 Monastir | 2023/11/06 08:00 | Philip Henning v Saba George Nanobashvili | 6-1,6-1 |
| ITF M25 Monastir | 2023/11/05 10:30 | Philip Henning v Aleksei Mokrov | 6-2,6-1 |
| ITF M25 Sharm El Sheikh | 2023/11/01 10:15 | Philip Henning v Robert Strombachs | 6-7,6-3,2-6 |
| ITF M25 Sharm El Sheikh | 2023/10/31 10:40 | Philip Henning v Pietro Mugelli | 6-2,6-2 |
| ITF M15 Sharm El Sheikh | 2023/10/26 07:00 | Daniel Khazime v Philip Henning | 6-3,7-6 |
| ITF M15 Sharm El Sheikh | 2023/10/25 07:00 | Philip Henning v Jiri Barnat | 6-2,6-1 |
| ITF M15 Sharm El Sheikh | 2023/10/22 07:00 | Philip Henning v Vadym Ursu | 4-6,7-6,2-6 |
| UTR Pro Beograd | 2023/10/04 11:21 | Andrej Nedic v Romeo Hadzimehmedovic | 6-1,7-5 |
| UTR Pro Beograd | 2023/10/03 06:00 | Vladan Tadic v Romeo Hadzimehmedovic | 6-1,5-1 |
| UTR Pro Beograd | 2023/10/02 08:43 | Romeo Hadzimehmedovic v Tadija Radovanovic | 6-3,2-6,1-6 |
| ITF M25 Zlatibor | 2023/09/27 11:10 | Romeo Hadzimehmedovic v Zoran Ludoski | 3-6,3-6 |
| ITF M25 Zlatibor | 2023/09/26 07:00 | Romeo Hadzimehmedovic v Ognjen Pavlovic | 6-1,4-6,10-8 |
| ITF M15 Kursumlijska Banja | 2023/09/18 09:30 | Romeo Hadzimehmedovic v Egor Khotchenkov | 3-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/14 11:40 | Stefan Popovic v Romeo Hadzimehmedovic | 6-2,6-3 |
| ITF M15 Kursumlijska Banja | 2023/09/13 14:55 | Romeo Hadzimehmedovic v Andrej Radojicic | 3-6,6-3,6-1 |