Stadium: Court 5 Round: 62 Ground: Hardcourt outdoor
| ITF M15 - Sharm El Sheikh | 2023/10/01 13:30 | Dogeon Park v Pepijn Bastiaansen | 1-6,2-6 |
| ITF M15 - Sharm El Sheikh | 2023/09/26 07:00 | Leonardo Taddia v Pepijn Bastiaansen | 7-5,6-0 |
| ITF M15 - Sharm El Sheikh | 2023/09/25 09:30 | Daniel Shemesh v Pepijn Bastiaansen | 3-6,2-6 |
| ITF M15 - Buschhausen | 2023/09/11 15:00 | Pepijn Bastiaansen v Niccolo Ciavarella | 2-6,2-6 |
| ITF M15 - Buschhausen | 2023/09/11 08:00 | Pepijn Bastiaansen v Lamin L Da Silva | 4-6,6-2,11-9 |
| ITF M15 - Buschhausen | 2023/09/10 11:00 | Luca Hesselmann v Pepijn Bastiaansen | 4-6,4-6 |
| ITF M15 - Haren | 2023/09/06 11:00 | Svyatoslav Gulin v Pepijn Bastiaansen | 7-5,6-4 |
| ITF M15 - Haren | 2023/09/05 08:00 | Tymur Bieldiugin v Pepijn Bastiaansen | 5-7,6-2,4-10 |
| ITF M15 - Sharm El Sheikh | 2023/10/01 07:00 | Pavel Kravchenko v Luigi Castelletti | 3-6,3-6 |
| ITF - M25 Pozzuoli | 2023/09/10 14:00 | Antonio Marigliano v Luigi Castelletti | 6-4,2-6,10-8 |
| ITF M15 - Bergamo | 2023/06/29 18:30 | Luigi Castelletti v Nicolas Parizzia | 6-4,6-7,3-6 |
| ITF M15 - Bergamo | 2023/06/28 09:45 | Giulio Colacioppo v Luigi Castelletti | 6-1,4-6,3-6 |
| ITF M25 - Cattolica | 2023/06/18 09:00 | Luigi Castelletti v Rushil Khosla | 3-6,6-7 |
| ITF M15 - Frascati | 2023/06/04 11:40 | Luigi Castelletti v Mariano Tammaro | 1-6,4-6 |
| ITF M25 - Rom | 2023/05/28 07:00 | Luigi Castelletti v Francesco Ferrari | 2-6,2-6 |
| ITF M25 - Reggio Emilia | 2023/05/15 14:15 | Kyle Edmund v Luigi Castelletti | 6-3,6-3 |