Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 Pazardzhik | 2023/05/18 12:45 | Simone Roncalli v Sean Hess | 7-6,6-2 |
| ITF M15 Pazardzhik | 2023/05/21 12:30 | Iliyan Radulov v Simone Roncalli | 6-4,6-1 |
| ITF M15 Pazardzhik | 2023/05/21 07:00 | Simon A Ivanov v Simone Roncalli | 3-6,6-3,4-6 |
| ITF M15 Pazardzhik | 2023/05/20 07:00 | Simone Roncalli v Oleg Prihodko | 6-4,6-3 |
| ITF M15 Pazardzhik | 2023/05/19 08:20 | Simone Roncalli v Luigi Sorrentino | 6-1,4-6,7-5 |
| ITF M15 Pazardzhik | 2023/05/18 12:45 | Simone Roncalli v Sean Hess | 7-6,6-2 |
| Challenger Francavilla | 2023/05/07 09:00 | Simone Roncalli v Alexander Weis | 7-5,4-6,3-6 |
| ITF M15 Monastir | 2023/03/28 09:30 | Simone Roncalli v Benjamin Pietri | 4-6,1-6 |
| ITF M15 Monastir | 2023/03/24 08:30 | Ray Ho v Simone Roncalli | 6-7,6-2,6-3 |
| ITF M15 Pazardzhik | 2023/05/22 12:45 | Sean Hess v Vardan Manukyan | 7-6,7-5 |
| ITF M15 Pazardzhik | 2023/05/18 12:45 | Simone Roncalli v Sean Hess | 7-6,6-2 |
| ITF M15 Pazardzhik | 2023/05/16 06:30 | Sean Hess v Lorenzo Vatteroni | 0-6,6-2,10-5 |
| ITF M15 Antalya | 2023/05/07 07:00 | Artem Bogomolov v Sean Hess | 6-4,4-6,13-11 |
| ITF M15 Antalya | 2023/05/05 10:00 | Luciano Emanuel Ambrogi v Sean Hess | 6-4,6-1 |
| ITF M15 Antalya | 2023/05/04 09:45 | Sean Hess v Kristjan Tamm | 6-4,6-2 |
| ITF M15 Antalya | 2023/05/03 10:00 | Sean Hess v Mubarak Shannan Zayid | 7-5,6-2 |
| ITF M15 Antalya | 2023/05/02 07:20 | Rishab Agarwal v Sean Hess | 3-6,2-6 |