Stadium: Court 8 Round: 54 Ground: Clay
| ITF - M25 Santa Margherita | 2023/04/23 11:00 | Leonardo Catani v Mazzucchelli, Leonardo | 6-1,6-2 |
| ITF - M25 Santa Margherita | 2023/04/16 08:00 | Wojcik, Jakub v Mazzucchelli, Leonardo | 6-3,6-1 |
| ITF - M25 Santa Margherita | 2023/04/09 08:30 | Mazzucchelli, Leonardo v Martniez, Mateo Nicolas | 1-6,1-6 |
| ITF - M25 Santa Margherita | 2023/04/03 10:25 | Gian M Di Natale v Mazzucchelli, Leonardo | 6-0,6-1 |
| ITF - M25 Santa Margherita | 2023/04/02 11:30 | Carlo Venturini v Mazzucchelli, Leonardo | 2-6,2-6 |
| ITF - M15 Porec | 2023/03/05 11:30 | Tilen Kovac v Mazzucchelli, Leonardo | 6-4,6-0 |
| ITF - M25 Santa Margherita | 2022/09/18 12:00 | Adam Heinonen v Mazzucchelli, Leonardo | 6-1,6-1 |
| ITF M15 Bad Waltersdorf | 2022/08/21 09:00 | Mazzucchelli, Leonardo v Podvinski, Tomislav | 5-7,0-6 |
| Challenger - Barletta | 2023/04/02 08:00 | Edoardo Lavagno v Benito Massacri | 6-2,7-6 |
| ITF - M15 Porec | 2023/03/05 09:00 | Noah Thurner v Benito Massacri | 6-7,6-3,10-6 |
| ITF M15 Selva Gardena | 2022/10/30 18:55 | Benito Massacri v Edison Ambarzumjan | 2-6,6-7 |
| ITF M25 Bacau | 2022/07/25 09:30 | Benito Massacri v Mihai Razvan Marinescu | 0-6,0-6 |
| ITF M25 Bacau | 2022/07/24 11:00 | Matias Riva v Benito Massacri | 1-6,3-6 |
| ITF M25 Uriage | 2022/07/11 12:40 | Benito Massacri v Maxime Dubouch | 6-7,6-3,6-10 |
| ITF M25 Uriage | 2022/07/11 06:50 | Pisane, Tom v Benito Massacri | 1-6,6-4,7-10 |
| ITF M25 Uriage | 2022/07/10 07:00 | Benito Massacri v Hugo Brun | 6-0,6-4 |