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