Stadium: Court 2 Round: 44 Ground: Clay
| ITF - M15 Telavi | 2021/08/02 08:00 | Timur Khabibulin v Igor Dudun | 6-4,6-1 |
| Challenger - Nur-Sultan - Calificari | 2021/07/18 06:35 | Artem Dubrivnyy v Timur Khabibulin | 6-2,6-4 |
| ITF - M15 Nur-Sultan | 2021/02/11 04:55 | Timur Khabibulin v Riccardo Balzerani | 2-6,3-6 |
| ITF - M15 Nur-Sultan | 2021/02/04 05:00 | Timur Khabibulin v Riccardo Balzerani | 2-6,3-6 |
| ITF - M15 Nur-Sultan | 2021/02/03 04:00 | Mikolaj Lorens v Timur Khabibulin | 6-7,1-6 |
| ITF - M15 Nur-Sultan | 2021/02/02 05:40 | Giacomo Dambrosi v Timur Khabibulin | 2-6,4-6 |
| ITF - M15 Nur-Sultan | 2021/02/01 05:00 | Sanetulla Kutybaev v Timur Khabibulin | 4-6,3-6 |
| Challenger - Nur-Sultan | 2020/03/10 06:40 | Timur Khabibulin v Simon Freund | 6-3,6-7,3-6 |
| ITF - M15 Telavi | 2021/08/02 06:00 | Asaf Friedler v Sergey Bolotov | 2-6,2-6 |
| ITF - M15 Telavi | 2021/08/01 06:00 | Shahar Gabay v Sergey Bolotov | 0-6,3-6 |
| ITF - M25 Telavi | 2021/07/26 14:40 | Asaf Friedler v Sergey Bolotov | 6-3,6-4 |
| ITF - M15 Monastir | 2021/07/12 08:00 | Abdulhamid Mubarak v Sergey Bolotov | 6-4,6-7,11-9 |
| ITF - M15 Monastir | 2021/07/11 08:00 | Zakai Stone v Sergey Bolotov | 3-6,4-6 |
| ITF - M15 Monastir | 2021/07/04 08:00 | Yunseok Jang v Sergey Bolotov | 6-3,6-0 |
| ITF - M15 Monastir | 2021/06/27 09:30 | Sergey Bolotov v Valentin Vacherot | 0-6,1-6 |
| ITF - M15 St Petersburg - Calificari | 2021/04/11 08:40 | Sergey Bolotov v Martin Borisiouk | 5-7,2-6 |