Stadium: CANCHA 4 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Tacarigua | 2023/04/27 18:00 | Yannik Rahman v Joshua Sheehy | 4-6,7-5,6-3 |
| ITF M15 Tacarigua | 2023/04/25 18:00 | Nabeel Majeed Mohammed v Joshua Sheehy | 3-6,0-6 |
| ITF M15 Tacarigua | 2023/04/18 23:20 | Justin Roberts v Joshua Sheehy | 6-2,7-6 |
| ITF M15 Sharm El Sheikh | 2023/03/22 08:00 | Jiri Barnat v Joshua Sheehy | 7-5,4-6,6-3 |
| ITF M15 Sharm El Sheikh | 2023/03/19 08:00 | Lukas Pokorny v Joshua Sheehy | 6-7,4-6 |
| ITF M15 Sharm El Sheikh | 2023/03/18 08:00 | Joshua Sheehy v Petr Nesterov | 6-2,5-7,6-4 |
| ITF M15 Sharm El Sheikh | 2023/03/17 08:00 | Kareem Allaf v Joshua Sheehy | 5-7,4-6 |
| ITF M15 Sharm El Sheikh | 2023/03/16 10:05 | Joshua Sheehy v Gabriele Bosio | 6-4,7-5 |
| UTR Pro Florida | 2023/05/07 14:00 | Sekou Bangoura v Juan Carlos Aguilar | 2-6,2-6 |
| UTR Pro Florida | 2023/05/06 15:00 | Jibril Nettles v Juan Carlos Aguilar | 6-4,6-7,5-7 |
| UTR Pro Florida | 2023/05/05 18:00 | Mikel Anderson v Juan Carlos Aguilar | 4-6,3-6 |
| UTR Pro Florida | 2023/05/02 18:00 | Kareem Allaf v Juan Carlos Aguilar | 3-6,3-6 |
| UTR Pro Florida | 2023/05/01 20:46 | Juan Carlos Aguilar v Nicolas Acevedo | 6-2,6-3 |
| ITF M15 De Los Tsachilas | 2023/04/13 18:10 | Juan Carlos Aguilar v Victor Lilov | 4-6,1-6 |
| ITF M15 De Los Tsachilas | 2023/04/12 18:10 | Francisco T Geschwind v Juan Carlos Aguilar | 2-6,2-6 |
| ITF M15 De Los Tsachilas | 2023/04/05 16:45 | Victor Lilov v Juan Carlos Aguilar | 7-6,6-2 |