Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Santa Margherita | 2023/10/03 12:00 | Federico Iannaccone v Pietro Marino | 6-3,6-0 |
| ITF M25 Santa Margherita | 2023/09/28 09:00 | Federico Bondioli v Federico Iannaccone | 7-6,6-3 |
| ITF M25 Santa Margherita | 2023/09/27 13:35 | Federico Iannaccone v Niels Visker | 6-7,7-6,7-6 |
| ITF M25 Santa Margherita | 2023/09/26 10:05 | Giannicola Misasi v Federico Iannaccone | 0-6,0-6 |
| Challenger Genoa | 2023/09/05 14:50 | Chun Hsin Tseng v Federico Iannaccone | 6-2,6-0 |
| Challenger Genoa | 2023/09/03 16:40 | Gabriele Maria Noce v Federico Iannaccone | 2-6,4-6 |
| ITF M25 Sion | 2023/09/02 11:05 | Federico Iannaccone v Remy Bertola | 2-6,5-7 |
| ITF M25 Sion | 2023/09/01 11:40 | Jakub Paul v Federico Iannaccone | 3-6,3-6 |
| ITF M15 Buschhausen | 2023/09/15 15:25 | Thiemo De Bakker v Martin Krumich | 3-6,2-6 |
| ITF M15 Buschhausen | 2023/09/14 12:05 | Deney Wassermann v Thiemo De Bakker | 3-6,2-6 |
| ITF M15 Buschhausen | 2023/09/13 15:00 | Liam Gavrielides v Thiemo De Bakker | 4-6,2-6 |
| ITF M15 Haren | 2023/09/10 11:00 | Sidane Pontjodikromo v Thiemo De Bakker | 3-6,2-6 |
| ITF M15 Haren | 2023/09/09 10:00 | Thiemo De Bakker v Brian Bozemoj | 6-3,6-2 |
| ITF M15 Haren | 2023/09/08 16:05 | Kai Lemstra v Thiemo De Bakker | 3-6,6-7 |
| ITF M15 Haren | 2023/09/07 13:25 | Thiemo De Bakker v Dax Donders | 7-6,6-2 |
| ITF M15 Haren | 2023/09/06 16:10 | Elgin Khoeblal v Thiemo De Bakker | 2-6,1-6 |