Stadium: Grandstand Round: 19 Ground: Clay
| Challenger Todi | 2023/08/13 13:15 | Samuel Vincent Ruggeri v Sebastian Dominko | 6-3,6-1 |
| Challenger Cordenons | 2023/08/07 09:00 | Samuel Vincent Ruggeri v Andrea Arnaboldi | 3-6,4-6 |
| Challenger Verona | 2023/07/27 14:40 | Samuel Vincent Ruggeri v Francisco Comesana | 2-6,4-6 |
| Challenger Verona | 2023/07/26 08:00 | Carlos Taberner v Samuel Vincent Ruggeri | 6-1,1-6,4-6 |
| Challenger Verona | 2023/07/24 08:00 | Max Houkes v Samuel Vincent Ruggeri | 6-2,4-6,3-6 |
| ITF M25 Padova | 2023/07/16 09:00 | Samuel Vincent Ruggeri v Clement Tabur | 6-1,6-7,3-6 |
| ITF M25 Padova | 2023/07/15 14:30 | Samuel Vincent Ruggeri v Gabriele Pennaforti | 6-2,6-3 |
| ITF M25 Padova | 2023/07/14 13:00 | Oliver Crawford v Samuel Vincent Ruggeri | 5-7,4-6 |
| Challenger Todi | 2023/08/13 12:25 | Federico Iannaccone v Julian Ocleppo | 1-6,6-4,3-6 |
| Challenger Cordenons | 2023/08/07 09:00 | Julian Ocleppo v Sebastian Dominko | 3-6,2-6 |
| Challenger San Benedetto | 2023/07/11 16:55 | Julian Ocleppo v Albert Ramos-Vinolas | 5-7,4-6 |
| Challenger San Benedetto | 2023/07/10 09:00 | Federico Zeballos v Julian Ocleppo | 2-6,2-6 |
| Challenger San Benedetto | 2023/07/09 09:00 | Benito Massacri v Julian Ocleppo | 2-6,2-6 |
| Challenger Troyes | 2023/07/02 08:00 | Emilien Voisin v Julian Ocleppo | 6-4,7-6 |
| Challenger Modena | 2023/06/27 10:30 | Julian Ocleppo v Salvatore Caruso | 4-6,6-3,0-6 |
| Challenger Modena | 2023/06/26 10:30 | Mathias Bourgue v Julian Ocleppo | 2-6,5-7 |