Stadium: Court 3 Round: 26 Ground: Clay
| ITF M15 Valldoreix | 2021/05/11 11:00 | Pedro Boscardin Dias v Tiago Cacao | 4-6,2-6 |
| ITF M15 Majadahonda | 2021/05/02 12:00 | Tiago Cacao v Max Houkes | 7-6,3-6,11-13 |
| ITF M15 Antalya | 2021/04/22 07:00 | Tiago Cacao v Oleksandr Ovcharenko | 7-6,1-6,0-6 |
| ITF M15 Antalya | 2021/04/20 07:00 | Tiago Cacao v Oleksii Krutykh | 6-1,4-6,6-1 |
| ITF M15 Antalya | 2021/04/14 08:40 | Andrea Basso v Tiago Cacao | 6-1,6-0 |
| Challenger Oeiras | 2021/04/09 14:55 | Goncalo Oliveira v Tiago Cacao | 7-5,6-2 |
| Challenger Oeiras | 2021/04/08 13:00 | Mischa Zverev v Tiago Cacao | 3-6,6-1,6-7 |
| Challenger Oeiras | 2021/04/06 10:35 | Tiago Cacao v Tristan Lamasine | 6-2,6-4 |
| 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 |
| 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 |