stadio: Court 9 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/06 12:20 | Preston Brown v Pedro Araujo | 2-6,6-7 |
| ITF M25 Sintra | 2023/09/13 11:20 | Alec Deckers v Preston Brown | 6-7,6-7 |
| ITF M25 Sintra | 2023/09/06 12:20 | Preston Brown v Pedro Araujo | 2-6,6-7 |
| 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 Sintra | 2023/09/13 10:15 | Adan Freire Da Silva v Pedro Araujo | 6-3,1-6,3-6 |
| ITF M25 Sintra | 2023/09/07 12:50 | Pedro Araujo v Duarte Vale | 6-4,5-7,4-6 |
| ITF M25 Sintra | 2023/09/06 12:20 | Preston Brown v Pedro Araujo | 2-6,6-7 |
| 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 |