Stadium: COURT VIKTOR TROICKI Round: 62 Ground: Clay
| Challenger Barletta | 2024/03/31 08:00 | Andrea Picchione v Benito Massacri | 6-1,6-2 |
| ITF M25 Santa Margherita | 2023/10/23 08:00 | Andrea Gola v Benito Massacri | 6-3,6-4 |
| ITF M25 Santa Margherita | 2023/10/01 08:30 | Vito Dell'Elba v Benito Massacri | 6-1,7-6 |
| ITF M25 Santa Margherita | 2023/09/25 12:00 | Benito Massacri v Tommaso Compagnucci | 3-6,1-6 |
| ITF M25 Pozzuoli | 2023/09/10 07:45 | Mattia Ricci v Benito Massacri | 7-5,6-1 |
| Challenger Cordenons | 2023/08/06 09:00 | Benito Massacri v Gonzalo Villanueva | 1-6,2-6 |
| ITF M15 Perugia | 2023/07/23 14:00 | Benito Massacri v Peter Buldorini | 3-6,1-6 |
| Challenger San Benedetto | 2023/07/09 09:00 | Benito Massacri v Julian Ocleppo | 2-6,2-6 |
| ITF M15 Antalya | 2024/03/19 09:20 | Filiberto Fumagalli v Daniele Minighini | 2-6,5-7 |
| ITF M15 Antalya | 2024/03/18 12:55 | Sergei Pogosian v Filiberto Fumagalli | 2-6,5-7 |
| ITF M15 Antalya | 2024/03/17 12:00 | Emil Rast v Filiberto Fumagalli | 0-6,4-6 |
| ITF M15 Antalya | 2024/03/12 07:30 | Francesco Ferrari v Filiberto Fumagalli | 3-6,6-0,10-6 |
| ITF M15 Antalya | 2024/03/11 10:50 | Filiberto Fumagalli v Felipe De Dios | 6-3,4-6,10-7 |
| ITF M15 Antalya | 2024/03/10 07:00 | Mika Lipp v Filiberto Fumagalli | 4-6,3-6 |
| ITF M15 Antalya | 2024/03/03 07:00 | Mihai Razvan Marinescu v Filiberto Fumagalli | 4-6,7-5,10-1 |
| ITF M15 Sharm El Sheikh | 2024/02/11 13:00 | Filiberto Fumagalli v Alexander Pundel | 6-2,6-2 |