Stadium: Stadium Round: 25 Ground: Hardcourt outdoor
| Challenger - Guayaquil | 2023/10/29 16:30 | Nicolas Mejia v Paulo A S Dos Santos | 6-2,7-6 |
| Challenger - Curitiba | 2023/10/22 14:35 | Nicolas Zanellato v Paulo A S Dos Santos | 3-6,6-4,6-2 |
| ITF - M25 Lajeado | 2023/10/13 14:00 | Wilson Leite v Paulo A S Dos Santos | 7-6,6-4 |
| ITF - M25 Lajeado | 2023/10/11 22:15 | Paulo A S Dos Santos v Bruno Fernandez | 6-3,2-6,6-1 |
| Challenger - Campinas | 2023/10/02 13:00 | Daniel Dutra Da Silva v Paulo A S Dos Santos | 6-4,7-5 |
| Challenger - Campinas | 2023/10/01 13:00 | Paulo A S Dos Santos v Gilbert S K Junior | 2-6,6-4,6-4 |
| ITF - M15 Sao Paulo | 2023/08/21 14:00 | Paulo A S Dos Santos v Julian Cundom | 6-7,6-7 |
| ITF - M15 Belem | 2023/08/17 17:00 | Paulo A S Dos Santos v Ignacio A B Otarola | 5-7,3-6 |
| ITF - M15 San Diego | 2023/06/05 19:00 | Miles Jones v Elijah Strode | 7-6,7-6 |
| ITF - M15 Tacarigua | 2023/04/28 19:30 | Ezekiel Clark v Miles Jones | 6-1,6-1 |
| ITF - M15 Tacarigua | 2023/04/27 22:10 | Miles Jones v Kareem Allaf | 3-6,6-2,6-2 |
| ITF - M15 Tacarigua | 2023/04/25 18:00 | Miles Jones v Jesse Flores | 3-6,6-3,7-6 |
| ITF - M15 Tacarigua | 2023/04/17 18:00 | Miles Jones v Leo Vithoontien | 5-7,4-6 |
| ITF - M25 Calabasas | 2023/03/20 18:00 | Lucas Renard v Miles Jones | 7-6,6-7,10-8 |
| ITF - M25 Bakersfield | 2023/03/16 01:30 | Miles Jones v Colin Markes | 6-4,5-7,3-6 |
| ITF - M25 Bakersfield | 2023/03/15 19:00 | Miles Jones v Oren Vasser | 6-2,6-1 |