Stadium: Centre Court Round: 14 Ground: Clay
| ITF M15 Curtea de Arges | 2023/08/12 10:10 | Gabriele Pennaforti v Gabi Adrian Boitan | 4-6,1-6 |
| ITF M15 Curtea de Arges | 2023/08/11 10:25 | Gabriele Pennaforti v Luciano Emanuel Ambrogi | 6-4,6-2 |
| ITF M15 Curtea de Arges | 2023/08/10 14:10 | Gabriele Pennaforti v Calin Manda | 2-6,6-3,6-3 |
| ITF M15 Curtea de Arges | 2023/08/09 12:25 | Gabriele Pennaforti v Nicolas Bruna | 2-6,6-2,6-4 |
| ITF M15 Hyvinkää | 2023/08/04 12:15 | Maxence Rivet v Gabriele Pennaforti | 6-0,6-7,6-4 |
| ITF M15 Hyvinkää | 2023/08/03 06:30 | Patrick Kaukovalta v Gabriele Pennaforti | 2-6,7-6,3-6 |
| Challenger Verona | 2023/07/23 09:20 | Gabriele Pennaforti v Francesco Forti | 7-6,4-6,6-7 |
| ITF M25 Padova | 2023/07/15 14:30 | Samuel Vincent Ruggeri v Gabriele Pennaforti | 6-2,6-3 |
| Challenger Cordenons | 2023/08/11 13:00 | Federico Agustin Gomez v Enrico Dalla Valle | 3-6,1-6 |
| Challenger Cordenons | 2023/08/10 13:45 | Edoardo Lavagno v Federico Agustin Gomez | 6-4,2-6,1-6 |
| Challenger Cordenons | 2023/08/08 13:45 | Federico Agustin Gomez v Gonzalo Villanueva | 2-6,6-3,7-6 |
| Challenger Cordenons | 2023/08/07 13:45 | Andrea Arnaboldi v Federico Agustin Gomez | 4-6,5-7 |
| Challenger Cordenons | 2023/08/07 10:55 | Angelo Rossi v Federico Agustin Gomez | 1-6,1-6 |
| Challenger Liberec | 2023/08/04 10:00 | Federico Agustin Gomez v Toby Alex Kodat | 1-6,0-6 |
| Challenger Liberec | 2023/08/03 09:15 | Sumit Nagal v Federico Agustin Gomez | 4-6,2-6 |
| Challenger Liberec | 2023/08/02 09:35 | Jiří Veselý v Federico Agustin Gomez | 6-4,3-6,4-6 |