Stadium: Cancha 3 Round: 25 Ground: Clay
| Challenger Medellin | 2023/06/27 18:10 | Nicolas Mejia v Pedro Boscardin Dias | 6-2,7-6 |
| Challenger Cali | 2023/06/22 16:00 | Guido Andreozzi v Pedro Boscardin Dias | 6-3,6-2 |
| Challenger Cali | 2023/06/21 16:00 | Pedro Boscardin Dias v Matias Soto | 6-4,6-3 |
| Challenger Cali | 2023/06/19 19:00 | Pedro Boscardin Dias v Victor Lilov | 6-2,6-3 |
| Challenger Cali | 2023/06/18 17:20 | Pedro Boscardin Dias v Philip Florig | 6-2,6-4 |
| ITF M25 - Kursumlijska Banja | 2023/06/07 09:00 | Evgeny Karlovskiy v Pedro Boscardin Dias | 6-4,3-6,6-4 |
| ITF M25 - Kiseljak | 2023/06/04 12:00 | Pedro Boscardin Dias v Duje Ajdukovic | 2-6,5-7 |
| ITF M25 - Kiseljak | 2023/06/03 16:30 | Pedro Boscardin Dias v Dmitry Popko | 6-3,5-7,7-6 |
| Challenger Medellin | 2023/06/26 21:30 | Aidan Mayo v Preston Brown | 7-5,6-3 |
| Challenger Medellin | 2023/06/26 18:25 | Preston Brown v Alejandro H Franco | 6-1,6-4 |
| ITF M15 - South Bend | 2023/06/21 20:20 | Aidan Kim v Preston Brown | 6-2,6-2 |
| ITF M15 - Karuizawa | 2023/06/01 03:20 | Preston Brown v Tatsuma Ito | 3-6,0-6 |
| ITF M15 - Karuizawa | 2023/05/31 04:15 | Jesse Delaney v Preston Brown | 2-6,2-6 |
| ITF M15 - Tabasco | 2023/05/24 18:05 | Preston Brown v Ezekiel Clark | 6-3,3-6,0-6 |
| ITF M15 - Tabasco | 2023/05/23 16:00 | Tobias Sonne v Preston Brown | 1-6,1-6 |
| ITF M25 - Xalapa | 2023/05/16 19:30 | Preston Brown v Eugenio G Fitzmaurice | 6-1,6-7,3-6 |