Stadium: Cancha 4 Round: 14 Ground: Clay
| Challenger Sao Paulo | 2021/11/30 12:30 | Pedro Sakamoto v Gilbert S K Junior | 2-6,7-5,7-5 |
| Challenger Brasilia | 2021/11/24 13:00 | Pedro Cachin v Gilbert S K Junior | 3-6,6-3,7-6 |
| Challenger Brasilia | 2021/11/23 13:00 | Gilbert S K Junior v Alejandro Gomez | 6-3,7-6 |
| Challenger Campinas | 2021/11/16 14:55 | Francisco Cerundolo v Gilbert S K Junior | 6-3,6-0 |
| Challenger Montevideo | 2021/11/07 15:00 | Gilbert S K Junior v Dario Acosta | 6-3,7-5 |
| ITF M25 Rio do Sul | 2021/10/21 14:50 | Gilbert S K Junior v Pedro Boscardin Dias | 6-2,3-6,2-6 |
| ITF M25 Rio do Sul | 2021/10/20 14:45 | Gilbert S K Junior v Mateo Barreiros Reyes | 3-6,6-1,6-2 |
| ITF M25 Lima | 2021/10/17 15:00 | Gilbert S K Junior v Daniel Dutra Da Silva | 7-6,6-3 |