Estadio: Court 4 Round: 25 Ground: Hardcourt indoor
| 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 de Nur-Sultan | 2020/03/11 09:25 | Botic Van De Zandschulp v Simon Freund | 6-2,7-5 |
| Challenger de Nur-Sultan | 2020/03/10 06:40 | Timur Khabibulin v Simon Freund | 6-3,6-7,3-6 |
| ITF M25 Naples | 2020/02/09 15:00 | Jesse Witten v Simon Freund | 7-6,6-4 |
| ITF M25 Biel | 2021/03/29 11:10 | Mika Brunold v Alexander Igoshin | 6-3,6-3 |
| ITF M15 San Petersburgo | 2021/02/09 07:00 | Alexander Igoshin v Ivan Gakhov | 4-6,1-6 |
| ITF M15 San Petersburgo | 2021/02/02 07:55 | Alexander Igoshin v Konstantin Kravchuk | 2-6,3-6 |
| Friendship Matches | 2020/05/30 13:30 | Artur Shakhnubaryan v Alexander Igoshin | 6-2,4-6,0-0 |
| Friendship Matches | 2020/05/28 16:30 | Savriyan Danilov v Alexander Igoshin | 6-4,7-6 |
| Friendship Matches | 2020/05/27 18:20 | Evgeny Karlovskiy v Alexander Igoshin | 6-2,6-1 |
| Friendship Matches | 2020/05/23 16:30 | Alexander Igoshin v Roman Safiullin | 7-6,0-6,8-10 |
| Friendship Matches | 2020/05/22 16:30 | Ivan Gakhov v Alexander Igoshin | 6-4,6-7,0-1 |