Stadium: Court 13 Round: 19 Ground: Clay
| Challenger Modena | 2023/06/26 08:00 | Alexander Weis v Remy Bertola | 6-4,3-6,2-6 |
| Challenger Milan | 2023/07/02 09:55 | Alexander Weis v Riccardo Di Vita | 6-2,6-4 |
| Challenger Modena | 2023/06/26 08:00 | Alexander Weis v Remy Bertola | 6-4,3-6,2-6 |
| Challenger Modena | 2023/06/25 09:30 | Alexander Weis v Lautaro Midon | 7-5,6-1 |
| Challenger Parma | 2023/06/20 10:15 | Blaz Rola v Alexander Weis | 6-3,1-6,6-3 |
| Challenger Perugia | 2023/06/13 10:05 | Edoardo Lavagno v Alexander Weis | 6-3,7-6 |
| Challenger Perugia | 2023/06/12 10:10 | Alvaro Lopez San Martin v Alexander Weis | 6-3,6-7,6-7 |
| Challenger Perugia | 2023/06/11 11:55 | Giovanni Oradini v Alexander Weis | 1-6,4-6 |
| Challenger Vicenza | 2023/05/28 08:30 | Giovanni Fonio v Alexander Weis | 6-2,6-4 |
| Challenger Milan | 2023/07/02 10:35 | Sebastian Dominko v Remy Bertola | 4-6,1-6 |
| Challenger Modena | 2023/06/28 10:00 | Titouan Droguet v Remy Bertola | 7-6,6-2 |
| Challenger Modena | 2023/06/27 15:00 | Remy Bertola v Gianluca Mager | 7-6,6-3 |
| Challenger Modena | 2023/06/26 08:00 | Alexander Weis v Remy Bertola | 6-4,3-6,2-6 |
| Challenger Modena | 2023/06/25 08:00 | Juan Bautista Otegui v Remy Bertola | 4-6,6-3,1-6 |
| Challenger Parma | 2023/06/18 10:00 | Remy Bertola v Blaz Rola | 6-4,5-7,3-6 |
| Challenger Perugia | 2023/06/11 15:00 | Stefano Napolitano v Remy Bertola | 4-6,7-6,6-4 |
| ITF M25 Rome | 2023/06/02 11:35 | Remy Bertola v Goncalo Oliveira | 3-6,4-6 |