Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/09/26 07:50 | Ilgiz Kamchibekov v Adam Bojkovic | 7-6,6-7,12-14 |
| ITF M15 Sharm El Sheikh | 2023/09/25 07:00 | Adam Bojkovic v Darrshan Suresh | 6-3,5-7,10-8 |
| ITF M15 Monastir | 2023/05/14 12:00 | Adam Bojkovic v Winter Meagher | 2-6,4-6 |
| ITF M25 Sharm El Sheikh | 2023/09/22 07:00 | Kris Van Wyk v Leonardo Rossi | 7-6,6-2 |
| ITF M25 Sharm El Sheikh | 2023/09/21 07:00 | Leonardo Rossi v Mukund Sasikumar | 3-6,6-1,6-1 |
| ITF M25 Sharm El Sheikh | 2023/09/20 11:30 | David Quayle v Leonardo Rossi | 6-4,2-6,2-6 |
| ITF M25 Pozzuoli | 2023/09/15 16:20 | Remy Bertola v Leonardo Rossi | 0-6,7-5,6-1 |
| ITF M25 Pozzuoli | 2023/09/14 11:15 | Leonardo Rossi v Riccardo Balzerani | 6-3,6-2 |
| ITF M25 Pozzuoli | 2023/09/12 08:00 | Giorgio Ricca v Leonardo Rossi | 4-6,2-6 |
| Challenger Cassis | 2023/09/03 12:10 | August Holmgren v Leonardo Rossi | 7-6,6-3 |
| ITF M15 Forli | 2023/08/30 11:45 | Leonardo Rossi v Luca Giacomini | 4-6,6-7 |