Stadium: Court 1 Round: 25 Ground: Clay
| 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 |
| Challenger Orlando | 2021/04/12 20:35 | Martin Damm v JC Aragone | 3-6,7-5,6-3 |
| Challenger Orlando | 2021/04/12 14:00 | Hiroki Moriya v Martin Damm | 3-6,6-3,0-6 |
| ITF M15 Opatija | 2021/03/25 10:55 | Martin Damm v Pavel Nejedly | 3-6,5-7 |
| ITF M15 Opatija | 2021/03/24 09:00 | Roko Horvat v Martin Damm | 1-6,1-6 |
| ITF M15 Rovinj | 2021/03/21 09:50 | Corentin Denolly v Martin Damm | 3-6,7-5,6-0 |
| ITF M15 Rovinj | 2021/03/20 11:40 | Giovanni Fonio v Martin Damm | 6-4,3-6,6-7 |
| Challenger Salinas 2 | 2021/04/27 21:50 | Emilio Gomez v Vladyslav Orlov | 6-1,6-1 |
| Challenger Salinas | 2021/04/19 20:00 | Vladyslav Orlov v Thiago Agustin Tirante | 2-6,7-6,3-6 |
| Challenger Oeiras Qual | 2021/04/04 10:00 | Luis Faria v Vladyslav Orlov | 6-3,7-6 |
| Challenger Oeiras | 2021/03/28 12:45 | Luis Faria v Vladyslav Orlov | 4-6,6-1,7-6 |
| Challenger Zadar | 2021/03/23 13:30 | Vladyslav Orlov v Lukas Klein | 1-6,2-6 |
| Challenger Zadar | 2021/03/22 09:00 | Vladyslav Orlov v Marco Bortolotti | 6-2,6-7,6-7 |
| Challenger Zadar | 2021/03/21 10:50 | Vladyslav Orlov v Daniele Capecchi | 2-6,6-4,6-0 |
| ATP Singapore | 2021/02/20 03:00 | Robert Galloway v Vladyslav Orlov | 6-4,6-4 |