Stadium: Court 4 Round: 44 Ground: Clay
| ITF - M15 Kuršumlijska Banja | 2023/06/12 10:30 | Sean Hess v Andre Filep | 7-6,6-3 |
| ITF - M15 Nyíregyháza | 2023/06/05 13:30 | Sean Hess v Karol Filar | 6-1,3-6,13-15 |
| ITF - M15 Nyíregyháza | 2023/06/05 09:30 | Sean Hess v Botond Kisantal | 6-3,6-1 |
| ITF - M15 Pazardžik | 2023/05/24 07:00 | Simone Roncalli v Sean Hess | 6-2,7-5 |
| ITF - M15 Pazardžik | 2023/05/22 12:45 | Sean Hess v Vardan Manukyan | 7-6,7-5 |
| ITF - M15 Pazardžik | 2023/05/18 12:45 | Simone Roncalli v Sean Hess | 7-6,6-2 |
| ITF - M15 Pazardžik | 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 Kuršumlijska Banja | 2023/06/12 10:20 | Maxim Krapivin v Benjamin Denis Alarcon | 6-0,6-0 |
| ITF - M15 Kuršumlijska Banja | 2023/06/11 07:00 | Gheorghe Claudiu Schinteie v Maxim Krapivin | 3-6,3-6 |
| ITF - M25 Kursumlijska Banja | 2023/06/05 12:10 | Lucio Ratti v Maxim Krapivin | 6-4,6-2 |
| ITF - M25 Kursumlijska Banja | 2023/06/04 13:00 | Simeon Latinchev v Maxim Krapivin | 3-6,4-6 |
| ITF - M15 Kuršumlijska Banja | 2023/05/22 11:00 | Maxim Krapivin v Romain Faucon | 2-6,2-6 |
| ITF - M15 Kuršumlijska Banja | 2023/05/21 08:00 | Maxim Krapivin v Federico Hernan Giovanniello | 6-4,6-1 |
| ITF - M25 Kursumlijska Banja | 2023/05/15 08:00 | Maxim Krapivin v Egor Baklanov | 6-2,5-7,8-10 |
| ITF - M25 Kursumlijska Banja | 2023/05/10 11:25 | Benjamin Lock v Maxim Krapivin | 6-0,6-2 |