Stadium: Court 1 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Telavi | 2021/08/02 10:00 | Khabibulin, Timur v Bolotov, Sergey | 6-2,7-5 |
| ITF M15 Telavi | 2021/08/02 06:00 | Friedler, Asaf v Bolotov, Sergey | 2-6,2-6 |
| ITF M15 Telavi | 2021/08/01 06:00 | Gabay, Shahar v Bolotov, Sergey | 0-6,3-6 |
| ITF M25 Telavi | 2021/07/26 14:40 | Friedler, Asaf v Bolotov, Sergey | 6-3,6-4 |
| ITF - M15 Monastir | 2021/07/12 08:00 | Mubarak, Abdulhamid v Bolotov, Sergey | 6-4,6-7,11-9 |
| ITF - M15 Monastir | 2021/07/11 08:00 | Stone, Zakai v Bolotov, Sergey | 3-6,4-6 |
| ITF - M15 Monastir | 2021/07/04 08:00 | Yunseok Jang v Bolotov, Sergey | 6-3,6-0 |
| ITF - M15 Monastir | 2021/06/27 09:30 | Bolotov, Sergey v Valentin Vacherot | 0-6,1-6 |
| ITF - M15 Monastir | 2021/08/22 10:00 | Takuya Kumasaka v Josh Reid | 7-6,6-3 |
| ITF - M15 Monastir | 2021/08/08 10:30 | Josh Reid v Kawahashi, Yuta | 3-6,1-6 |