Stadium: Court 7 Round: 25 Ground: Clay
| ITF M25 Santa Margherita | 2023/04/10 08:30 | Leonardo Rossi v Mateo Nicolas Martinez | 4-6,7-5,8-10 |
| ITF M25 Santa Margherita | 2023/04/09 08:30 | Leonardo Rossi v Gregoire Gervail | 6-1,6-4 |
| ITF M25 Trento | 2023/03/28 13:15 | Jerome Kym v Leonardo Rossi | 7-5,3-6,6-2 |
| ITF M15 Heraklion | 2023/03/23 08:00 | Leonardo Rossi v Andrea Picchione | 5-7,2-6 |
| ITF M15 Heraklion | 2023/03/21 08:00 | Leonardo Rossi v Gabriele Maria Noce | 6-2,7-6 |
| ITF M15 Heraklion | 2023/03/15 09:20 | Simon Carr v Leonardo Rossi | 6-4,7-6 |
| ITF M15 Monastir | 2023/03/03 10:00 | Leonardo Rossi v Ryuki Matsuda | 4-6,6-7 |
| ITF M15 Monastir | 2023/03/02 09:40 | Stefanos Sakellaridis v Leonardo Rossi | 6-7,6-7 |
| Challenger Barletta | 2023/04/04 11:20 | Julian Ocleppo v Zdenek Kolar | 6-7,6-2,2-6 |
| Challenger Barletta | 2023/04/03 08:00 | Julian Ocleppo v Maks Kasnikowski | 6-7,6-2,6-2 |
| Challenger Barletta | 2023/04/02 09:10 | Giovanni Fonio v Julian Ocleppo | 7-6,6-7,1-6 |
| Challenger Sanremo | 2023/03/27 09:55 | Federico Arnaboldi v Julian Ocleppo | 7-6,6-1 |
| Challenger Sanremo | 2023/03/26 12:25 | Julian Ocleppo v Salvatore Caruso | 6-1,6-3 |
| Challenger Zadar | 2023/03/21 13:55 | Julian Ocleppo v Matteo Gigante | 3-6,6-2,4-6 |
| Challenger Zadar | 2023/03/20 09:00 | Julian Ocleppo v Carlos Sanchez Jover | 4-6,6-4,6-1 |
| Challenger Zadar | 2023/03/19 09:00 | Ugo Blanchet v Julian Ocleppo | 4-6,2-6 |