Stadium: Cancha 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Brasilia | 2023/11/23 13:00 | Thiago Agustin Tirante v Gilbert S K Junior | 6-4,6-4 |
| Challenger Brasilia | 2023/11/21 20:05 | Wilson Leite v Gilbert S K Junior | 6-7,5-7 |
| Challenger Guayaquil | 2023/10/29 15:00 | Max Houkes v Gilbert S K Junior | 7-6,6-3 |
| Challenger Curitiba | 2023/10/24 16:15 | Gilbert S K Junior v Guido Andreozzi | 2-6,0-6 |
| Challenger Curitiba | 2023/10/23 13:00 | Gonzalo Villanueva v Gilbert S K Junior | 4-6,2-6 |
| Challenger Curitiba | 2023/10/22 14:45 | Gabriel Roveri Sidney v Gilbert S K Junior | 0-6,1-6 |
| Challenger Campinas | 2023/10/01 13:00 | Paulo A S Dos Santos v Gilbert S K Junior | 2-6,6-4,6-4 |
| Challenger Bogota | 2023/09/28 15:00 | Tomas Barrios Vera v Gilbert S K Junior | 6-2,3-6,7-6 |
| Challenger Brasilia | 2023/11/21 14:40 | Benjamin Lock v Renzo Olivo | 6-7,6-7 |
| Challenger Drummondville | 2023/11/14 17:20 | Benjamin Thomas George v Benjamin Lock | 6-1,7-5 |
| Challenger Calgary | 2023/11/06 23:50 | Benjamin Lock v Zizou Bergs | 7-6,3-6,3-6 |
| Challenger Sydney | 2023/10/31 05:20 | Ryan Seggerman v Benjamin Lock | 6-3,4-6,6-4 |
| Challenger Shenzhen | 2023/10/17 06:00 | Benjamin Lock v Tsung-Hao Huang | 5-7,4-6 |
| Challenger Shenzhen | 2023/10/09 12:50 | Benjamin Lock v Zhe Li | 1-6,6-3,1-6 |
| ATP Shanghai | 2023/10/03 07:25 | Rinky Hijikata v Benjamin Lock | 6-1,6-4 |
| ATP Shanghai | 2023/10/02 05:55 | Benjamin Lock v Lorenzo Giustino | 7-6,3-6,6-4 |