Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Vic | 2021/05/18 08:00 | Alex Rybakov v Pedro Vives Marcos | 2-6,4-6 |
| ITF M25 Vic | 2021/05/17 09:00 | Alex Rybakov v Max Alcala Gurri | 6-2,7-5 |
| ITF M15 Valldoreix | 2021/05/11 11:00 | Alex Rybakov v Martin Cuevas | 5-7,3-6 |
| ITF M15 Majadahonda | 2021/05/07 11:35 | Matteo Martineau v Alex Rybakov | 6-4,5-7,7-6 |
| ITF M15 Majadahonda | 2021/05/06 10:45 | Alex Rybakov v Daniel Rincon | 6-4,6-3 |
| ITF M15 Majadahonda | 2021/05/05 11:55 | Max Alcala Gurri v Alex Rybakov | 0-6,4-6 |
| Challenger Tallahassee | 2021/04/20 23:20 | Alex Rybakov v Denis Kudla | 6-3,5-7,1-6 |
| Challenger Tallahassee | 2021/04/19 15:00 | Orlando Luz v Alex Rybakov | 2-6,3-6 |
| ITF M25 Most | 2021/05/25 07:55 | Martin Damm v Dominik Recek | 6-3,6-3 |
| ITF M25 Most | 2021/05/24 08:00 | Martin Damm v Adam Januska | 6-0,6-1 |
| ITF M25 Most | 2021/05/23 14:00 | Martin Damm v Ondrej Horak | 7-5,6-4 |
| ITF M25 Vic | 2021/05/17 09:00 | Miguel Damas v Martin Damm | 6-3,6-7,10-6 |
| ITF M15 Valldoreix | 2021/05/13 08:00 | Tiago Cacao v Martin Damm | 3-6,6-1,6-4 |
| ITF M15 Valldoreix | 2021/05/12 07:55 | Martin Damm v Vladyslav Orlov | 6-4,6-3 |
| Challenger Tallahassee | 2021/04/20 20:30 | Jenson Brooksby v Martin Damm | 6-7,6-1,6-2 |
| Challenger Orlando | 2021/04/13 20:20 | Michael Mmoh v Martin Damm | 6-4,4-6,6-1 |