Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Telavi | 2023/10/27 06:00 | Jasza Szajrych v Filip Cristian Jianu | 6-7,0-6 |
| ITF M15 Telavi | 2023/10/26 06:00 | Jasza Szajrych v Teymuraz Gabashvili | 6-1,6-1 |
| ITF M15 Telavi | 2023/10/25 10:40 | Grigoriy Lomakin v Jasza Szajrych | 3-6,2-6 |
| ITF M25 Telavi | 2023/10/19 09:05 | Andrey Chepelev v Jasza Szajrych | 7-6,7-5 |
| ITF M25 Telavi | 2023/10/18 07:50 | Zura Tkemaladze v Jasza Szajrych | 6-3,2-6,2-6 |
| ITF M25 Telavi | 2023/10/17 06:00 | Jasza Szajrych v Dennis Dragomirov | 6-4,6-3 |
| ITF M25 Telavi | 2023/10/16 06:00 | Jasza Szajrych v Arystanbek Kaparov | 6-0,6-1 |
| ITF M25 Pazardzhik | 2023/10/04 10:15 | Jasza Szajrych v Plamen Milushev | 6-3,6-7,5-7 |
| ITF M15 Bad Waltersdorf | 2023/10/03 07:20 | Jakub Filip v Kai Lemstra | 0-6,0-6 |
| ITF M25 Pardubice | 2023/09/20 08:00 | Jakub Nicod v Jakub Filip | 6-2,0-6,6-2 |
| Challenger Prague | 2023/08/21 09:45 | Jakub Filip v Kirill Kivattsev | 1-6,4-6 |
| Challenger Prague | 2023/08/20 11:35 | Daniel Cukierman v Jakub Filip | 3-6,3-6 |
| ITF M25 Prague | 2023/05/14 12:30 | Michael Agwi v Jakub Filip | 6-1,6-2 |
| Challenger Prague Qual | 2023/05/07 14:50 | Jakub Filip v Timo Stodder | 6-3,4-6,4-6 |
| ITF M15 Metzingen | 2022/07/17 13:00 | Jakub Filip v Max Wiskandt | 6-3,3-6,10-12 |
| ITF M25 Jablonec Nad Nisou | 2022/05/25 08:00 | Jakub Filip v Michael Vrbensky | 5-7,1-6 |