Estadio: Court 12 Round: 26 Ground: Clay
| ITF M25 Santa Margarita | 2023/05/02 08:00 | Benito Massacri v Rocco Piatti | 3-6,6-0,6-4 |
| ITF M25 Santa Margarita | 2023/05/01 09:20 | Alexander Orlov v Benito Massacri | 4-6,3-6 |
| ITF M25 Santa Margarita | 2023/04/30 08:00 | Leonardo Mazzucchelli v Benito Massacri | 7-6,4-6,7-10 |
| Challenger de 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 di Val 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 Santa Margarita | 2023/05/02 08:30 | Leonardo Taddia v Giovanni Oradini | 1-6,5-7 |
| ITF M25 Santa Margarita | 2023/04/29 09:00 | Lorenzo Rottoli v Giovanni Oradini | 6-1,6-2 |
| ITF M25 Santa Margarita | 2023/04/28 09:00 | Jaime Faria v Giovanni Oradini | 4-6,4-6 |
| ITF M25 Santa Margarita | 2023/04/27 10:35 | Giovanni Oradini v Nikolas Sanchez Izquierdo | 6-4,0-6,6-1 |
| ITF M25 Santa Margarita | 2023/04/26 11:55 | Giovanni Oradini v Emilien Voisin | 7-6,6-3 |
| ITF M25 Santa Margarita | 2023/04/24 10:20 | Giovanni Oradini v Henrique Rocha | 6-2,7-6 |
| ITF M25 Santa Margarita | 2023/04/19 11:55 | Alejo Lorenzo Lingua Lavallen v Giovanni Oradini | 6-3,6-7,6-4 |
| ITF M25 Santa Margarita | 2023/04/17 14:00 | Mick Veldheer v Giovanni Oradini | 4-6,2-6 |