Stadium: Court 2 Round: 62 Ground: Clay
| ITF - M15 Villa Maria | 2023/10/29 13:00 | Sean Hess v Ayrton Andres Rodriguez | 6-3,6-0 |
| ITF - M25 Lajeado | 2023/10/11 12:00 | Wilson Leite v Sean Hess | 6-0,6-0 |
| ITF - M25 Lajeado | 2023/10/10 14:50 | Sean Hess v Nahuel Fernandez | 6-4,6-1 |
| ITF - M25 Lajeado | 2023/10/09 16:00 | Sean Hess v Gabriel P Tumasonis | 6-3,6-2 |
| ITF - M25 Mendoza | 2023/10/06 15:55 | Matias Franco Descotte v Sean Hess | 4-6,6-3,7-6 |
| ITF - M25 Mendoza | 2023/10/05 18:30 | Sean Hess v Lautaro Midon | 2-6,6-4,6-0 |
| ITF - M25 Mendoza | 2023/10/04 16:10 | Matias Zukas v Sean Hess | 6-2,3-6,1-6 |
| ITF - M25 Mendoza | 2023/10/03 12:00 | Sean Hess v Mateo Matulovich | 6-0,6-4 |
| ITF - M15 Villa Maria | 2023/10/29 13:00 | Mateo Branc v Ryan A Dos Santos | 1-6,4-6 |
| Challenger - Curitiba | 2023/10/22 17:40 | Mateus Alves v Ryan A Dos Santos | 6-2,6-3 |
| ITF - M25 Lajeado | 2023/10/10 12:55 | Francisco Pini v Ryan A Dos Santos | 6-2,5-7,15-13 |
| ITF - M25 Lajeado | 2023/10/09 16:00 | Glauco Pinheiro Da Cruz Junior v Ryan A Dos Santos | 1-6,3-6 |
| ITF - M25 Punta del Este | 2023/09/18 13:00 | Ryan A Dos Santos v Manuel Mouilleron Salvo | 1-6,4-6 |
| ITF - M15 Sao Paulo | 2023/08/22 17:20 | Ryan A Dos Santos v William Norton | 1-6,2-6 |
| ITF - M15 Sao Paulo | 2023/08/21 14:00 | Vitor Leal v Ryan A Dos Santos | 2-6,6-7 |
| ITF - M15 Belem | 2023/08/14 13:00 | Valentin Basel v Ryan A Dos Santos | 6-3,6-2 |