Stadium: CANCHA 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Coquimbo | 2023/05/01 16:10 | Mateus Alves v Kousuke Ogura | 6-1,6-1 |
| Challenger Coquimbo | 2023/04/30 17:00 | Cristobal Castro v Kousuke Ogura | 3-6,0-6 |
| ITF M15 Tacarigua | 2023/04/26 20:10 | Tauheed Browning v Kousuke Ogura | 6-3,6-4 |
| ITF M15 Tacarigua | 2023/04/21 18:00 | Edward Winter v Kousuke Ogura | 6-2,6-4 |
| ITF M15 Tacarigua | 2023/04/20 18:00 | Christopher Bulus v Kousuke Ogura | 2-6,4-6 |
| ITF M15 Tacarigua | 2023/04/19 18:00 | Sebastien Byng v Kousuke Ogura | 1-6,0-6 |
| ITF M15 De Los Tsachilas | 2023/04/11 18:00 | Tobias Franco v Kousuke Ogura | 4-6,6-4,7-5 |
| ITF M15 De Los Tsachilas | 2023/04/07 18:00 | Kousuke Ogura v Andres Andrade | 6-4,6-7,2-6 |
| ITF M15 Tacarigua | 2023/04/25 19:25 | Finn Reynolds v Justin Roberts | 7-6,4-6,6-2 |
| ITF M15 Tacarigua | 2023/04/20 20:05 | Maxence Broville v Justin Roberts | 5-7,6-2,6-1 |
| ITF M15 Tacarigua | 2023/04/18 23:20 | Justin Roberts v Joshua Sheehy | 6-2,7-6 |
| ITF M25 Santo Domingo | 2023/02/25 14:50 | Alex Bolt v Justin Roberts | 6-4,6-3 |
| ITF M25 Santo Domingo | 2023/02/24 17:30 | Justin Roberts v Roberto Cid Subervi | 6-3,2-6,6-2 |
| ITF M25 Santo Domingo | 2023/02/23 14:00 | Alvaro Lopez San Martin v Justin Roberts | 4-6,5-7 |
| ITF M25 Santo Domingo | 2023/02/21 17:45 | Justin Roberts v Miguel Damas | 6-3,2-6,7-6 |
| ITF M25 Santo Domingo | 2023/02/15 15:25 | Justin Roberts v Jorge Panta | 2-6,4-6 |