Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Tallahassee | 2022/10/28 15:00 | Cooper Williams v Philip Henning | 7-5,3-6,1-6 |
| ITF M15 Sharm El Sheikh | 2023/10/09 09:30 | Rakhimbek Ibrakhimov v Biagio Gramaticopolo | 3-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/10/08 07:00 | Akram El Sallaly v Biagio Gramaticopolo | 2-6,4-6 |
| ITF M25 Santa Margherita | 2023/09/24 08:00 | Gabriele Pennaforti v Biagio Gramaticopolo | 6-1,6-4 |
| ITF M25 Maribor | 2023/09/05 10:10 | Stefano D'Agostino v Biagio Gramaticopolo | 7-6,6-3 |
| ITF M25 Maribor | 2023/09/04 09:30 | Carlo Angeli v Biagio Gramaticopolo | 6-7,3-6 |
| ITF M25 Maribor | 2023/08/30 13:25 | Biagio Gramaticopolo v Sandro Kopp | 4-6,2-6 |
| ITF M25 Maribor | 2023/08/29 11:40 | Biagio Gramaticopolo v Stefan Vedovelli | 4-6,6-4,10-8 |
| ITF M25 Maribor | 2023/08/28 13:45 | Biagio Gramaticopolo v Paolo Angeli | 6-3,6-3 |