Stadium: Court 11 Round: 25 Ground: Clay
| Challenger Brasilia | 2023/11/20 15:35 | Gonzalo Lama v Wilson Leite | 6-7,5-7 |
| Challenger Brasilia | 2023/11/19 17:05 | Adam Taylor v Wilson Leite | 6-7,2-6 |
| Challenger Montevideo | 2023/11/12 16:45 | Murkel Dellien v Wilson Leite | 6-1,6-3 |
| Challenger Guayaquil | 2023/10/29 19:05 | Carlos Taberner v Wilson Leite | 3-6,7-5,6-1 |
| Challenger Curitiba | 2023/10/25 21:30 | Wilson Leite v Santiago Rodriguez Taverna | 6-7,4-6 |
| Challenger Curitiba | 2023/10/23 17:00 | Juan Manuel Cerundolo v Wilson Leite | 3-6,5-7 |
| ITF M25 Lajeado | 2023/10/15 13:50 | Pedro Sakamoto v Wilson Leite | 6-1,6-1 |
| ITF M25 Lajeado | 2023/10/14 17:05 | Wilson Leite v Leonardo Aboian | 2-6,6-3,6-4 |
| ITF M15 Rosario | 2023/11/06 13:00 | Federico Juan Aguilar v Ryan A Dos Santos | 7-5,6-4 |
| ITF M15 Rosario | 2023/11/05 12:00 | Ryan A Dos Santos v Ignacio Novo | 6-3,7-5 |
| ITF M15 Villa Maria | 2023/10/30 13:00 | Sean Hess v Ryan A Dos Santos | 7-6,6-3 |
| 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 |