Stadium: Quadra Central Round: 19 Ground: Clay
| Challenger Skopje | 2023/05/22 09:00 | Wilson Leite v Pedro Boscardin Dias | 7-6,6-4 |
| Challenger Skopje | 2023/05/21 09:50 | Yanaki Milev v Pedro Boscardin Dias | 2-6,6-7 |
| Challenger Oeiras | 2023/05/14 14:10 | Manuel Guinard v Pedro Boscardin Dias | 6-2,7-6 |
| Challenger Coquimbo | 2023/05/03 18:20 | Pedro Boscardin Dias v Joao Lucas Reis da Silva | 2-6,2-6 |
| Challenger Coquimbo | 2023/05/01 19:35 | Naoki Nakagawa v Pedro Boscardin Dias | 6-4,5-7,3-6 |
| Challenger Buenos Aires | 2023/04/25 13:00 | Pedro Boscardin Dias v Hernan Casanova | 1-6,3-6 |
| Challenger Florianopolis | 2023/04/20 13:00 | Alessandro Giannessi v Pedro Boscardin Dias | 6-4,6-4 |
| Challenger Florianopolis | 2023/04/19 14:25 | Pedro Boscardin Dias v Maxime Janvier | 6-4,6-2 |
| ITF M25 Bodrum | 2023/05/25 07:00 | Rudolf Molleker v Pedro Sakamoto | 6-4,6-1 |
| ITF M25 Bodrum | 2023/05/24 07:00 | Pedro Sakamoto v Filip Peliwo | 7-5,6-0 |
| ITF M25 Bodrum | 2023/05/23 07:45 | Pedro Sakamoto v Bora Sengul | 6-4,7-5 |
| ITF M15 Kalmar | 2023/05/17 08:00 | Nicolas Kobelt v Pedro Sakamoto | 6-3,7-5 |
| ITF M15 Mogi das Cruzes | 2023/04/27 21:10 | Pedro Sakamoto v Nicolas Zanellato | 7-6,5-7,2-6 |
| ITF M15 Mogi das Cruzes | 2023/04/26 14:50 | Pedro Sakamoto v Gabriel Ciro Da Silva | 6-4,6-4 |
| Challenger Florianopolis | 2023/04/20 13:00 | Pedro Sakamoto v Benjamin Hassan | 6-4,3-6,2-6 |
| Challenger Florianopolis | 2023/04/19 13:00 | Pedro Sakamoto v Gustavo R de Almeida | 6-0,6-4 |