Stadium: Court 8 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 Santo Domingo | 2023/11/10 13:00 | Roberto Cid Subervi v Telles, Leonardo | 6-4,6-1 |
| ITF - M15 Santo Domingo | 2023/11/08 16:30 | Telles, Leonardo v Tim Ruehl | 6-0,5-7,6-3 |
| ITF - M25 Santo Domingo | 2023/11/07 13:00 | Telles, Leonardo v Stepan Mruzek | 6-4,6-0 |
| ITF - M25 Santo Domingo | 2023/11/06 13:30 | Telles, Leonardo v Diego I Munoz Gajardo | 6-1,6-0 |
| ITF - M15 Villa Maria | 2023/11/02 16:00 | Nicolas Bruna v Telles, Leonardo | 7-6,6-3 |
| ITF - M15 Villa Maria | 2023/10/31 13:00 | Pini, Francisco v Telles, Leonardo | 2-6,2-6 |
| ITF - M15 Villa Maria | 2023/10/30 13:00 | Telles, Leonardo v Aguilar, Federico Juan | 6-1,6-2 |
| ITF - M15 Villa Maria | 2023/10/29 16:30 | Dikenstein, Ivan v Telles, Leonardo | 0-6,0-6 |
| ITF - M25 Santo Domingo | 2023/11/06 13:30 | Fellin, Pietro Orlando v Villanueva Quintana, Janio Antonio | 6-2,6-0 |
| ITF - M25 Santo Domingo | 2023/02/12 14:00 | Villanueva Quintana, Janio Antonio v Arenui Luethi | 1-6,2-6 |
| ITF - M15 Santo Domingo | 2022/11/27 17:30 | Ashwin Vaithianathan v Villanueva Quintana, Janio Antonio | 6-3,6-4 |
| ITF - M15 Santo Domingo | 2022/11/21 14:00 | Ondrej Horak v Villanueva Quintana, Janio Antonio | 6-2,6-1 |
| ITF - M25 Santo Domingo | 2022/06/13 13:30 | Hernando J E Isnardi v Villanueva Quintana, Janio Antonio | 6-1,6-2 |
| ITF M25 Santo Domingo Qual | 2022/06/12 14:00 | Villanueva Quintana, Janio Antonio v Marco A Cordoba Garcia | 6-1,6-0 |
| ITF - M25 Santo Domingo | 2022/06/05 13:30 | Villanueva Quintana, Janio Antonio v Alex Del Corral | 1-6,1-6 |