Estadio: Court 11 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2023/11/07 13:00 | Gabriel Evans v Marcel Kamrowski | 4-6,5-7 |
| ITF M25 Santo Domingo | 2023/11/06 16:00 | Gabriel Evans v Karim Al-Amin | 6-4,6-1 |
| ITF M25 Harlingen | 2023/10/23 14:00 | Gabriel Evans v Neel Rajesh | 1-6,2-6 |
| ITF M25 Las Vegas | 2023/10/16 13:00 | Noah Schachter v Gabriel Evans | 6-4,6-1 |
| ITF M15 Ithaca | 2023/10/05 13:55 | Perry Gregg v Gabriel Evans | 6-2,7-6 |
| ITF M15 Ithaca | 2023/10/04 14:00 | Ryan Dickerson v Gabriel Evans | 2-6,4-6 |
| ITF M15 Ithaca | 2023/10/03 14:00 | Gabriel Evans v Jibril Nettles | 6-4,6-4 |
| ITF M15 Albuquerque | 2023/09/26 14:00 | Axel Nefve v Gabriel Evans | 6-4,6-2 |
| ITF M15 Santo Domingo | 2023/11/08 17:30 | Enrique Pena v Jacob Brumm | 5-7,4-6 |
| ITF M15 Tallahassee | 2023/10/24 14:00 | Jeremy Jin v Enrique Pena | 6-3,6-2 |
| ITF M15 Morelia | 2023/10/18 19:00 | Leo Vithoontien v Enrique Pena | 6-3,3-6,6-3 |
| ITF M15 Morelia | 2023/10/17 21:05 | Enrique Pena v Santiago Amante Perez | 6-4,6-3 |
| Challenger de Bogotá | 2023/09/24 19:25 | Enrique Pena v Victor Lilov | 3-6,3-6 |
| ITF M25 Trujillo | 2023/08/16 15:00 | Pedro Boscardin Dias v Enrique Pena | 7-6,6-3 |
| ITF M25 Trujillo | 2023/08/14 15:00 | Johan A Rodriguez Rodriguez v Enrique Pena | 6-4,4-6,13-15 |
| ITF M25 Trujillo | 2023/08/13 15:00 | Martin Pestana v Enrique Pena | 4-6,0-6 |