Stadium: CANCHA 3 Round: 54 Ground: Hardcourt outdoor
| UTR - Pro Mexico City | 2023/04/30 18:03 | Juan Sebastian Osorio v Gerardo L Villasenor | 6-3,0-0 |
| UTR - Pro Mexico City | 2023/04/29 16:00 | Juan Sebastian Osorio v Juan Pablo Cenoz | 6-3,6-4 |
| UTR - Pro Mexico City | 2023/04/28 18:00 | Maximiliano Estevez v Juan Sebastian Osorio | 7-6,7-6 |
| UTR - Pro Mexico City | 2023/04/27 21:00 | Juan A H Serrano v Juan Sebastian Osorio | 6-1,6-7,2-6 |
| UTR - Pro Mexico City | 2023/04/26 19:30 | Chris Letcher v Juan Sebastian Osorio | 4-6,4-6 |
| UTR - Pro Mexico City | 2023/04/24 21:00 | Armando Sotelo v Juan Sebastian Osorio | 3-6,5-7 |
| ITF - M15 De Los Tsachilas | 2023/04/12 19:40 | Alejandro H Franco v Juan Sebastian Osorio | 3-6,6-2,6-4 |
| ITF M15 - Santo Domingo | 2023/04/11 14:00 | Paulo A S Dos Santos v Juan Sebastian Osorio | 6-2,6-7,5-10 |
| ITF - M25 Xalapa | 2023/05/14 17:00 | Tobias Sonne v Graham Maassen | 6-4,4-6,10-12 |
| UTR - Pro Miki | 2023/04/23 00:30 | Brody Nejedly v Graham Maassen | 3-6,5-6 |
| UTR - Pro Miki | 2023/04/19 04:29 | Graham Maassen v Wakamatsu Taichi | 1-6,7-5,6-7 |
| UTR - Pro Miki | 2023/04/18 00:30 | Graham Maassen v Taketo Takamisawa | 4-6,0-6 |
| UTR - Pro Miki | 2023/04/17 07:32 | Graham Maassen v Ying-Ze Chen | 4-6,0-6 |
| UTR - Pro Miki | 2023/04/15 06:15 | Bang Shuo Yin v Graham Maassen | 6-4,3-6,7-5 |
| UTR - Pro Miki | 2023/04/14 00:30 | Lemiel Kei Taira v Graham Maassen | 4-6,4-6 |
| UTR - Pro Miki | 2023/04/13 06:45 | Ryotaro Matsumura v Graham Maassen | 6-0,6-2 |