Stadium: Court 4 Round: 62 Ground: Clay
| ITF - Orange Park M15 | 2023/05/03 16:25 | Isaiah Strode v Benedikt Henning | 2-6,6-0,6-4 |
| ITF - Vero Beach M15 | 2023/04/28 14:50 | Benedikt Henning v Jacob Brumm | 6-7,3-6 |
| ITF - Vero Beach M15 | 2023/04/27 13:35 | Benedikt Henning v Ricardo Rodriguez-Pace | 6-3,3-6,7-5 |
| ITF - Vero Beach M15 | 2023/04/26 17:05 | Mathieu Scaglia v Benedikt Henning | 7-6,4-6,2-6 |
| UTR Pro - Zadar | 2023/04/01 13:24 | Duje Ajdukovic v Benedikt Henning | 6-1,5-3 |
| UTR Pro - Zadar | 2023/03/28 06:00 | Duje Kekez v Benedikt Henning | 4-6,1-6 |
| UTR Pro - Zadar | 2023/03/27 08:59 | Benedikt Henning v Dusan Obradovic | 7-5,6-4 |
| ITF - Rovinj M15 | 2023/03/12 12:00 | Maj Premzl v Benedikt Henning | 5-7,6-2,10-7 |
| ITF - Antalya M15 | 2023/05/10 07:30 | Yanki Erel v Enrico Giacomini | 6-1,2-6,6-1 |
| ITF - Antalya M15 | 2023/05/09 08:00 | Rishab Agarwal v Enrico Giacomini | 4-6,3-6 |
| ITF - Antalya M15 | 2023/05/08 12:50 | Enrico Giacomini v Tommaso Carnevale-Miino | 6-3,6-4 |
| ITF - Antalya M15 | 2023/05/07 07:00 | Enrico Giacomini v Mateusz Kulakowski | 6-3,6-1 |
| ITF - Monastir M15 | 2023/03/20 08:00 | Enrico Giacomini v Antoine Berger | 6-7,3-6 |
| ITF - Monastir M15 | 2023/03/19 08:00 | Aaron Gil Garcia v Enrico Giacomini | 2-6,2-6 |
| ITF - Monastir M15 | 2023/03/12 12:00 | Luigi Castelletti v Enrico Giacomini | 6-7,6-3,10-8 |
| ITF - Torello M25 | 2023/02/28 09:00 | Enrico Giacomini v Nikolay Nedelchev | 5-7,1-6 |