Stadium: Court 4 Round: 25 Ground: Clay
| ITF M25 Santa Margherita | 2023/10/13 09:00 | Marcello Serafini v Gabriele Pennaforti | 3-6,6-3,6-2 |
| ITF M25 Santa Margherita | 2023/10/12 08:00 | Timo Stodder v Gabriele Pennaforti | 6-0,4-6,6-7 |
| ITF M25 Santa Margherita | 2023/10/11 10:20 | Alessandro Bellifemine v Gabriele Pennaforti | 2-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/09 14:30 | Gabriele Pennaforti v Alexander Weis | 5-7,7-5,6-4 |
| ITF M25 Zaragoza | 2023/10/04 14:15 | Felix Gill v Gabriele Pennaforti | 7-6,6-1 |
| ITF M25 Santa Margherita | 2023/09/26 10:50 | Sander Jong v Gabriele Pennaforti | 6-4,3-6,6-3 |
| ITF M25 Santa Margherita | 2023/09/25 08:00 | Gabriele Pennaforti v Giuseppe La Vela | 6-4,6-0 |
| ITF M25 Santa Margherita | 2023/09/24 08:00 | Gabriele Pennaforti v Biagio Gramaticopolo | 6-1,6-4 |
| ITF M25 Santa Margherita | 2023/10/12 08:00 | Max Houkes v Salvatore Caruso | 6-7,1-6 |
| ITF M25 Santa Margherita | 2023/10/11 08:00 | Max Houkes v Buvaysar Gadamauri | 6-1,6-2 |
| ITF M25 Santa Margherita | 2023/10/09 14:30 | Remy Bertola v Max Houkes | 3-6,1-6 |
| ITF M25 Pazardzhik | 2023/10/05 07:00 | Matej Dodig v Max Houkes | 6-7,6-4,6-4 |
| ITF M25 Pazardzhik | 2023/10/03 09:55 | Dusan Obradovic v Max Houkes | 1-6,1-6 |
| ITF M25 Pazardzhik | 2023/09/30 07:00 | Max Houkes v Clement Tabur | 4-6,5-7 |
| ITF M25 Pazardzhik | 2023/09/29 07:00 | Hynek Barton v Max Houkes | 3-6,2-6 |
| ITF M25 Pazardzhik | 2023/09/28 07:00 | Simone Agostini v Max Houkes | 2-6,4-6 |