Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| 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 Lajeado | 2023/10/13 00:20 | Pedro Sakamoto v Telles, Leonardo | 6-3,6-4 |
| ITF M25 Sintra | 2023/09/13 09:00 | Telles, Leonardo v Martin Damm | 3-6,2-6 |
| ITF M25 Sintra | 2023/09/12 09:00 | Diogo Marques v Telles, Leonardo | 6-4,4-6,8-10 |
| ITF M25 Sintra | 2023/09/11 13:00 | Telles, Leonardo v Antonio, Joao | 6-1,6-3 |
| ITF M25 Grasse | 2023/06/11 15:05 | Seydina Andre v Diego I Munoz Gajardo | 6-1,6-2 |
| ITF M25 Grasse | 2023/06/11 07:15 | Ryan Abell v Diego I Munoz Gajardo | 6-0,3-6,12-14 |
| ITF M25 Kiseljak | 2023/05/28 09:30 | Diego I Munoz Gajardo v Vitali Shvets | 4-6,2-6 |
| ITF - M15 Kursumlijska Banja | 2023/05/22 08:50 | Diego I Munoz Gajardo v Lazar Vojinovic | 4-6,1-6 |
| ITF - M15 Kursumlijska Banja | 2023/05/21 09:30 | Diego I Munoz Gajardo v Mal Agushi | 6-4,7-5 |