Estadio: Quadra Central Round: 26 Ground: Clay
| Challenger de Río de Janeiro | 2021/12/13 21:00 | Pedro Sakamoto v Facundo Juárez | 6-4,4-6,6-4 |
| Challenger Florianópolis | 2021/12/06 13:00 | Pedro Sakamoto v Federico Zeballos | 5-7,1-6 |
| Challenger Florianópolis | 2021/12/05 16:55 | Pedro Sakamoto v Joao Victor C Loureiro | 6-3,6-3 |
| Challenger de Sao Paulo | 2021/12/01 12:30 | Nicolas Jarry v Pedro Sakamoto | 6-3,6-4 |
| Challenger de Sao Paulo | 2021/11/30 12:30 | Pedro Sakamoto v Gilbert S K Junior | 2-6,7-5,7-5 |
| Challenger de Campinas | 2021/11/14 18:10 | Pedro Sakamoto v Bogdan Bobrov | 2-6,4-6 |
| Challenger de Ambato | 2021/09/22 18:40 | Pedro Sakamoto v Johan Nikles | 3-6,4-6 |
| Challenger de Ambato | 2021/09/21 15:00 | Alejandro Gonzalez v Pedro Sakamoto | 3-6,4-6 |
| Challenger de Río de Janeiro | 2021/12/14 13:00 | Roy Smith v Federico Zeballos | 6-4,7-6 |
| Challenger de Río de Janeiro | 2021/12/13 14:15 | Roy Smith v Luca Castelnuovo | 6-7,6-3,2-6 |
| Challenger de Río de Janeiro | 2021/12/12 14:00 | Roy Smith v Victor Barros Fernandes | 6-0,6-4 |
| ITF M15 Santo Domingo | 2021/12/09 13:30 | Roy Smith v Osgar O'Hoisin | 7-5,4-6,4-6 |
| ITF M15 Santo Domingo | 2021/12/08 13:30 | Roy Smith v Rafael Abdul Salam | 6-1,6-3 |
| ITF M15 Santo Domingo | 2021/12/02 13:30 | Enzo Wallart v Roy Smith | 3-6,6-2,6-4 |
| ITF M15 Santo Domingo | 2021/12/01 13:30 | Louis Allen v Roy Smith | 2-6,1-6 |
| ITF M25 Columbus | 2021/11/18 14:50 | Taha Baadi v Roy Smith | 6-3,6-1 |