Stadium: Cancha 7 Round: 19 Ground: Clay
| ITF M15 Santo Domingo | 2023/11/15 18:00 | Peter Bertran v Juan Sebastian Osorio | 6-3,6-4 |
| ITF M15 Santo Domingo | 2023/11/08 16:30 | Juan Sebastian Osorio v Peter Bertran | 1-6,4-6 |
| ITF M15 Morelia | 2023/10/19 21:00 | Juan Sebastian Osorio v Johan A Rodriguez Rodriguez | 4-6,4-6 |
| ITF M15 Morelia | 2023/10/18 21:15 | Juan Sebastian Osorio v Rodolfo Jauregui Sainz De Rozas | 4-6,6-3,6-3 |
| ITF M15 Morelia | 2023/10/17 18:30 | Juan Sebastian Osorio v Jared Thompkins | 6-3,6-2 |
| ITF M25 Zapopan | 2023/10/10 16:00 | Juan Sebastian Osorio v Ryan Seggerman | 6-1,3-6,2-6 |
| Challenger Bogota | 2023/09/25 17:00 | Juan Sebastian Osorio v Jose Pereira | 6-4,3-6,2-6 |
| Challenger Bogota | 2023/09/24 16:00 | Nicolas Zanellato v Juan Sebastian Osorio | 4-6,1-6 |
| ITF M15 Ceuta | 2023/12/14 09:00 | Leonid Sheyngezikht v John Echeverria | 2-6,1-6 |
| ITF M15 Ceuta | 2023/12/12 14:00 | Rayane Oumaouche v Leonid Sheyngezikht | 5-7,4-6 |
| ITF M25 Madrid | 2023/12/04 12:00 | Leonid Sheyngezikht v Mikel Martinez | 6-3,5-7,16-18 |
| Challenger Maspalomas | 2023/11/26 11:00 | Leonid Sheyngezikht v Jorge Martinez Martinez | 1-6,3-6 |
| ITF M15 Alcala De Henares | 2023/11/22 08:00 | Vito Tonejc v Leonid Sheyngezikht | 6-3,2-6,6-3 |
| ITF M25 Monastir | 2023/11/13 09:55 | Leonid Sheyngezikht v Gabriele Camilli | 2-6,4-6 |
| ITF M25 Monastir | 2023/11/12 08:00 | Leonid Sheyngezikht v Hugo Soares | 6-4,6-1 |
| ITF M25 Monastir | 2023/11/07 08:30 | Clement Tabur v Leonid Sheyngezikht | 6-4,6-2 |