Estádio: Court 3 Round: 44 Ground: Clay
| 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 Cairo | 2021/05/08 11:05 | Simon A Ivanov v Oliver Crawford | 7-5,6-4 |
| ITF - M15 Cairo | 2021/05/07 08:00 | Simon Carr v Simon A Ivanov | 3-6,6-1,1-6 |
| ITF - M15 Cairo | 2021/05/06 09:40 | Simon A Ivanov v Aidan Mchugh | 6-2,6-2 |
| ITF - M15 Cairo | 2021/05/05 15:40 | Lorenzo Bocchi v Simon A Ivanov | 6-4,4-6,2-6 |
| ITF - M15 Cairo | 2021/05/04 08:00 | Simon A Ivanov v Eduardo Ribeiro | 4-6,6-3,10-7 |
| ITF - M15 Cairo | 2021/05/03 09:00 | Simon A Ivanov v Niccolo Catini | 6-2,6-1 |
| ITF - M15 Novomoskovsk | 2021/05/24 12:00 | Michal Mikula v Timur Maulenov | 6-1,1-6,6-10 |
| ITF - M15 Novomoskovsk | 2021/05/23 08:00 | Tommaso Vescovi v Timur Maulenov | 1-6,4-6 |
| ITF - M15 Novomoskovsk | 2020/09/02 08:40 | Marat Deviatiarov v Timur Maulenov | 7-6,7-6 |
| ITF - M15 Novomoskovsk | 2020/08/31 09:00 | Timur Maulenov v Aleksandr Braynin | 3-6,6-4,10-8 |
| ITF - M15 Novomoskovsk | 2020/08/31 07:00 | Timur Maulenov v Illya Maksymchuk | 7-6,6-4 |
| Challenger - Nur-Sultã | 2020/03/09 08:45 | Aleksandr Nedovyesov v Timur Maulenov | 6-2,6-2 |
| ITF - M25 Aktobe | 2020/02/20 05:00 | Timur Maulenov v Savriyan Danilov | 3-6,4-6 |
| ITF - M25 Aktobe | 2020/02/19 05:00 | Timur Maulenov v Takuto Niki | 7-6,6-4 |