Round: 26 Ground: Clay
| ITF Colombia F6 | 2015/07/27 21:00 | Gomez, Alejandro v Olivares, Jose | 6-3,6-2 |
| ITF Colombia F3 | 2015/05/27 15:00 | Gomez, Alejandro v Olivares, Jose | 3-6,4-6 |
| ITF Colombia F6 | 2016/10/17 15:00 | Olivares, Jose v Cordonnier, Gregorio | 6-2,7-6 |
| ITF Colombia F5 | 2016/10/13 15:25 | Olivares, Jose v Daniel Elahi Galan | 3-6,3-6 |
| ITF Colombia F5 | 2016/10/12 15:30 | Juan Sebastian Gomez v Olivares, Jose | 2-6,6-4,4-6 |
| ITF Colombia F5 | 2016/10/11 20:40 | Olivares, Jose v Melano Granados, William Jamphier | 7-6,6-3 |
| Egypt F19, Singles Qualifying | 2016/08/09 16:00 | Olivares, Jose v Cordonnier, Gregorio | 6-7,6-7 |
| Egypt F19, Singles Qualifying | 2016/08/08 17:55 | Olivares, Jose v Alexis Canter | 6-2,7-6 |
| Egypt F19, Singles Qualifying | 2016/08/07 15:00 | Olivares, Jose v Ryoto Tachi | 2-6,6-2,6-4 |
| Egypt F18, Singles Qualifying | 2016/08/03 16:00 | Olivares, Jose v Mousley, Bradley | 4-6,0-6 |
| ITF Colombia F6 | 2016/10/18 19:35 | Santamaria, Felipe v Gomez, Alejandro | 2-6,1-6 |
| ITF Colombia F5 | 2016/10/15 15:00 | Gomez, Alejandro v Daniel Elahi Galan | 7-6,6-4 |
| ITF Colombia F5 | 2016/10/13 14:00 | Tomas Barrios Vera v Gomez, Alejandro | 3-6,4-6 |
| ITF Colombia F5 | 2016/10/12 14:00 | Santos, Nicolas v Gomez, Alejandro | 4-6,6-7 |
| ITF Colombia F4 | 2016/10/08 16:30 | Tomas Barrios Vera v Gomez, Alejandro | 1-6,7-6,6-3 |
| ITF Colombia F4 | 2016/10/07 16:30 | Santos, Nicolas v Gomez, Alejandro | 6-4,2-6,6-7 |
| ITF Colombia F4 | 2016/10/04 17:45 | Wilson Leite v Gomez, Alejandro | 3-6,1-6 |
| ITF USA F30 | 2016/09/30 17:00 | Sebastian Fanselow v Gomez, Alejandro | 6-4,7-6 |