Stadium: Court 4 Round: 26 Ground: Hardcourt indoor
| ITF M15 St Petersburg | 2021/04/06 09:00 | Ivan Nedelko v Petr Bar Biryukov | 6-3,6-1 |
| ITF M15 St Petersburg | 2021/04/05 08:35 | Ivan Nedelko v Martin Borisiouk | 6-2,6-1 |
| ITF M15 St Petersburg | 2021/04/04 13:20 | Ivan Nedelko v Sergei Pogosian | 6-1,6-1 |
| Challenger Oeiras | 2021/03/28 10:00 | Francisco Cabral v Ivan Nedelko | 6-2,5-7,6-4 |
| Challenger Zadar | 2021/03/25 09:30 | Nikola Milojevic v Ivan Nedelko | 6-2,6-1 |
| Challenger Zadar | 2021/03/23 13:30 | Teymuraz Gabashvili v Ivan Nedelko | 2-6,6-2,3-6 |
| Challenger Zadar | 2021/03/22 09:00 | Ivan Nedelko v Nerman Fatic | 6-4,1-6,3-6 |
| Challenger Zadar | 2021/03/21 11:30 | Ivan Nedelko v Noa Vukadin | 4-6,6-2,6-1 |
| ITF M15 St Petersburg | 2021/04/07 09:35 | Simon Freund v Alexander Igoshin | 7-5,6-1 |
| ITF M15 Monastir | 2021/02/16 08:00 | Juan Bautista Torres v Simon Freund | 6-1,7-5 |
| ITF M15 Monastir | 2021/02/10 11:10 | Simon Freund v Lilian Marmousez | 4-6,6-1,4-6 |
| ITF M15 Parnu | 2020/11/06 08:00 | Simon Freund v Mattias Siimar | 1-6,6-3,1-6 |
| ITF M15 Parnu | 2020/11/05 12:00 | Karlis Ozolins v Simon Freund | 4-6,2-6 |
| ITF M15 Parnu | 2020/11/04 13:05 | David Perez Sanz v Simon Freund | 6-7,3-6 |
| Challenger Nur-Sultan | 2020/03/11 09:25 | Botic Van De Zandschulp v Simon Freund | 6-2,7-5 |
| Challenger Nur-Sultan | 2020/03/10 06:40 | Timur Khabibulin v Simon Freund | 6-3,6-7,3-6 |