Stadium: Court 5 Round: 26 Ground: Clay
| ITF M25 Pazardzhik | 2023/09/27 08:35 | Roman Postolka v Anthony Genov | 6-3,7-6 |
| ITF M25 Pazardzhik | 2023/09/25 10:00 | Roman Postolka v Silvio Mencaglia | 6-0,6-4 |
| ITF M25 Pardubice | 2023/09/20 08:00 | Matej Dodig v Roman Postolka | 6-2,4-6,6-3 |
| ITF M25 Pardubice | 2023/09/19 08:00 | Jonas P Hartenstein v Roman Postolka | 4-6,4-6 |
| ITF M25 Pardubice | 2023/09/18 08:00 | Dominique Graf v Roman Postolka | 6-7,4-6 |
| ITF M25 Pardubice | 2023/09/17 10:30 | Martin Benes v Roman Postolka | 3-6,4-6 |
| ITF M25 Jablonec Nad Nisou | 2023/08/29 12:30 | Timo Stodder v Roman Postolka | 6-1,7-6 |
| ITF M15 Trier | 2023/08/21 09:30 | Roman Postolka v Jannik Maute | 3-6,6-7 |
| ITF M25 Pazardzhik | 2023/09/26 08:30 | Aleksander Chayka v Andrey Chepelev | 3-6,0-6 |
| ITF M15 Kursumlijska Banja | 2023/09/22 08:00 | Andrey Chepelev v Luka Pavlovic | 3-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/09/21 09:25 | Andrey Chepelev v Gabriel Donev | 6-4,7-6 |
| ITF M15 Kursumlijska Banja | 2023/09/20 09:10 | Andrey Chepelev v Zoran Ludoski | 3-6,6-1,6-1 |
| ITF M15 Kursumlijska Banja | 2023/09/14 11:20 | Andrey Chepelev v Luka Pavlovic | 2-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/13 09:50 | Andrey Chepelev v Viktor Jovic | 3-6,7-5,7-6 |
| Challenger Tulln | 2023/09/03 09:15 | Mats Moraing v Andrey Chepelev | 6-2,6-0 |
| ITF M15 Vienna | 2023/09/01 08:00 | Andrey Chepelev v Milos Karol | 4-6,6-4,6-7 |