Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Poprad | 2023/06/20 08:00 | Roman Postolka v Tomas Vaise | 6-4,6-4 |
| ITF M25 Poprad | 2023/06/19 10:05 | Roman Postolka v Peter Nad | 6-3,1-6,10-8 |
| ITF M25 Jablonec Nad Nisou | 2023/05/29 09:00 | Peter Goldsteiner v Roman Postolka | 6-3,6-3 |
| ITF M25 Jablonec Nad Nisou | 2023/05/28 13:00 | Roman Postolka v Shu Matsuoka | 6-4,6-2 |
| ITF M25 Most | 2023/05/23 08:00 | Dylan Dietrich v Roman Postolka | 6-4,6-3 |
| ITF M25 Most | 2023/05/22 08:00 | Alan Bojarski v Roman Postolka | 5-7,7-6,8-10 |
| ITF M25 Most | 2023/05/21 08:00 | Roman Postolka v Jiri Jenicek | 2-6,6-3,10-8 |
| ITF M25 Prague | 2023/05/14 08:30 | Jakob Schnaitter v Roman Postolka | 6-2,6-2 |
| ITF M25 Poprad | 2023/06/20 09:40 | Brandon Walkin v Vladyslav Orlov | 3-6,4-6 |
| ATP Stuttgart | 2023/06/10 12:30 | Vladyslav Orlov v Antoine Bellier | 3-6,4-6 |
| Challenger Heilbronn | 2023/06/05 10:30 | Sebastian Fanselow v Vladyslav Orlov | 6-3,3-6,6-3 |
| Challenger Heilbronn | 2023/06/04 10:55 | Petros Tsitsipas v Vladyslav Orlov | 2-6,4-6 |
| Challenger Troisdorf | 2023/05/28 08:30 | Marvin Moeller v Vladyslav Orlov | 6-1,6-3 |
| ITF M25 Bodrum | 2023/05/25 07:00 | Vladyslav Orlov v George Loffhagen | 4-6,2-6 |
| ITF M25 Bodrum | 2023/05/24 07:30 | Vladyslav Orlov v Sarp Agabigun | 6-1,6-1 |
| ITF M25 Bodrum | 2023/05/23 08:20 | Vladyslav Orlov v Aleksandre Metreveli | 6-3,6-0 |