Stadium: Court 4 Round: 27 Ground: Clay
| ITF - M15 Telavi | 2021/08/04 06:30 | Simon A Ivanov v Zura Tkemaladze | 7-5,6-1 |
| ITF - M15 Sofia | 2021/07/07 10:45 | Simon A Ivanov v Marko Miladinovic | 7-5,6-1 |
| ITF - M15 Novomoskovsk | 2021/05/31 06:15 | Simon A Ivanov v Bruno P Navarro | 4-6,4-6 |
| ITF - M15 Novomoskovsk | 2021/05/31 06:15 | Simon A Ivanov v Svyatoslav Ilnytskyy | 6-1,6-3 |
| ITF - M15 Novomoskovsk | 2021/05/30 06:15 | Simon A Ivanov v Lorenzo Vatteroni | 6-1,6-2 |
| ITF - M15 Novomoskovsk | 2021/05/25 07:00 | Simon A Ivanov v Timur Maulenov | 6-4,5-7,7-10 |
| ITF - M15 Novomoskovsk | 2021/05/24 12:00 | Simon A Ivanov v Denis Constantin Spiridon | 7-6,6-1 |
| ITF - M15 Novomoskovsk | 2021/05/23 08:00 | Simon A Ivanov v Leyton Rivera | 6-4,6-2 |
| ITF - M15 Telavi | 2021/08/03 05:35 | Dostanbek Tashbulatov v Alibek Kachmazov | 6-1,6-2 |
| ITF - M25 Telavi | 2021/07/30 07:50 | Dostanbek Tashbulatov v Yanki Erel | 3-6,2-6 |
| Challenger - Nur-Sultan | 2021/07/20 04:00 | Dostanbek Tashbulatov v Ivan Nedelko | 3-6,2-6 |
| Challenger - Nur-Sultan | 2021/07/12 07:00 | Jason Kubler v Dostanbek Tashbulatov | 6-1,6-3 |
| ITF - M25 Nur-Sultan | 2021/07/08 10:50 | Dostanbek Tashbulatov v Lucas Catarina | 3-6,4-6 |
| ITF - M25 Nur-Sultan | 2021/07/06 07:55 | Dostanbek Tashbulatov v Dmitry Bezborodov | 6-2,6-1 |
| Challenger - Almaty | 2021/06/14 08:40 | Joao Menezes v Dostanbek Tashbulatov | 6-2,6-0 |
| Challenger - Almaty | 2021/06/06 06:35 | Dostanbek Tashbulatov v Vladyslav Orlov | 0-6,1-6 |