Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Santa Margherita | 2023/10/23 10:40 | Federico Iannaccone v Carlos Sanchez Jover | 5-7,3-6 |
| Challenger Olbia | 2023/10/15 08:00 | Mats Moraing v Federico Iannaccone | 6-2,4-6,6-4 |
| ITF M25 Santa Margherita | 2023/10/05 09:00 | Federico Iannaccone v Nikolas Sanchez Izquierdo | 1-6,2-6 |
| ITF M25 Santa Margherita | 2023/10/04 08:00 | Federico Iannaccone v Thiemo De Bakker | 3-6,7-6,6-2 |
| ITF M25 Santa Margherita | 2023/10/03 12:00 | Federico Iannaccone v Pietro Marino | 6-3,6-0 |
| ITF M25 Santa Margherita | 2023/09/28 09:00 | Federico Bondioli v Federico Iannaccone | 7-6,6-3 |
| ITF M25 Santa Margherita | 2023/09/27 13:35 | Federico Iannaccone v Niels Visker | 6-7,7-6,7-6 |
| ITF M25 Santa Margherita | 2023/09/26 10:05 | Giannicola Misasi v Federico Iannaccone | 0-6,0-6 |
| Challenger Champaign | 2023/11/16 18:20 | Sebastian Fanselow v Alex Michelsen | 3-6,2-6 |
| Challenger Champaign | 2023/11/15 00:15 | Aidan Mchugh v Sebastian Fanselow | 2-6,6-4,3-6 |
| Challenger Knoxville | 2023/11/09 16:00 | Zachary Svajda v Sebastian Fanselow | 6-2,7-5 |
| Challenger Knoxville | 2023/11/07 21:40 | Sebastian Fanselow v Cannon Kingsley | 6-4,6-2 |
| Challenger Knoxville | 2023/11/06 17:35 | Sebastian Fanselow v Alex Rybakov | 6-7,6-4,6-4 |
| Challenger Knoxville | 2023/11/05 19:00 | Sebastian Fanselow v Kyle Kang | 6-3,6-3 |
| Challenger Charlottesville | 2023/10/30 15:50 | Sebastian Fanselow v Darian King | 3-6,2-6 |
| Challenger Charlottesville | 2023/10/29 20:25 | Sebastian Fanselow v Fons Van Sambeek | 6-0,6-1 |