Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Belem | 2023/08/15 20:45 | Ignacio A B Otarola v Preston Brown | 3-6,6-3,6-2 |
| Challenger Santo Domingo | 2023/08/06 17:00 | Preston Brown v Justin Roberts | 6-7,4-6 |
| ITF M15 Pittsburgh | 2023/07/26 14:00 | A.J Catanzariti v Preston Brown | 6-3,6-4 |
| ITF M15 Rochester | 2023/07/20 17:00 | Preston Brown v A.J Catanzariti | 1-6,6-3,3-6 |
| ITF M15 Rochester | 2023/07/18 22:30 | Herbert Jody Maginley v Preston Brown | 0-6,2-6 |
| ITF M25 Laval | 2023/07/13 16:00 | Preston Brown v Alexander Cozbinov | 2-6,1-6 |
| ITF M25 Laval | 2023/07/11 14:15 | Preston Brown v Justin Roberts | 6-3,7-6 |
| Challenger Santa Fe | 2023/07/03 16:25 | Pedro Boscardin Dias v Preston Brown | 7-6,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/30 09:20 | Alberto Barroso Campos v Pedro Araujo | 2-6,6-0,6-3 |
| ITF M25 Idanha-A-Nova | 2023/08/23 07:55 | Goncalo Oliveira v Pedro Araujo | 6-4,3-6,6-3 |
| Challenger Porto | 2023/07/31 12:00 | Pedro Araujo v Joao Domingues | 2-6,6-4,0-6 |
| Challenger Porto | 2023/07/30 15:50 | Fabrizio Andaloro v Pedro Araujo | 2-6,3-6 |
| ITF M25 Porto | 2023/07/26 09:55 | Alexandre Reco v Pedro Araujo | 7-6,6-3 |
| ITF M25 Castelo Branco | 2023/07/19 08:30 | Goncalo Oliveira v Pedro Araujo | 6-4,6-4 |
| ITF M25 Bakio | 2023/06/27 12:00 | Dan Added v Pedro Araujo | 6-2,6-0 |
| ITF M25 Mungia | 2023/06/22 12:30 | Pedro Vives Marcos v Pedro Araujo | 6-4,6-3 |