Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Champaign | 2021/06/23 21:50 | Roy Smith v Thomaz Bellucci | 6-7,3-6 |
| ITF M25 Santo Domingo | 2021/06/05 16:15 | Roy Smith v Aidan Mchugh | 6-3,3-6,1-6 |
| ITF M25 Santo Domingo | 2021/06/04 14:25 | Calvin Hemery v Roy Smith | 4-6,2-6 |
| ITF M25 Santo Domingo | 2021/06/03 16:45 | Roy Smith v Yshai Oliel | 4-6,6-2,6-3 |
| ITF M25 Santo Domingo | 2021/06/03 13:00 | Roy Smith v Maxime Mora | 6-0,6-0 |
| ITF M15 Monastir | 2021/05/28 08:30 | Eliakim Coulibaly v Roy Smith | 6-3,6-4 |
| ITF M15 Monastir | 2021/05/27 13:15 | Arthur Bouquier v Roy Smith | 2-6,6-7 |
| ITF M15 Monastir | 2021/05/26 10:15 | Jeremy Beale v Roy Smith | 4-6,4-6 |
| ITF M15 Almada | 2021/07/06 10:30 | Tiago Cacao v Fabio Coelho | 6-7,4-6 |
| ITF M15 Monastir | 2021/06/19 08:30 | Tiago Cacao v Luciano Darderi | 3-6,2-6 |
| ITF M15 Monastir | 2021/06/18 10:20 | Moez Echargui v Tiago Cacao | 5-7,3-6 |
| ITF M15 Monastir | 2021/06/17 08:20 | Ozan Baris v Tiago Cacao | 2-6,3-6 |
| ITF M15 Monastir | 2021/06/16 08:30 | Terence Atmane v Tiago Cacao | 4-6,7-6,2-6 |
| ITF M15 Monastir | 2021/06/08 11:20 | Tiago Cacao v Moez Echargui | 3-6,4-6 |
| Challenger Oeiras | 2021/05/24 11:50 | Tiago Cacao v Tung-Lin Wu | 1-6,1-6 |
| Challenger Oeiras | 2021/05/16 14:20 | Tiago Cacao v Zizou Bergs | 6-7,4-6 |