Stadium: Stadium Round: 26 Ground: Clay
| ITF Colombia F5 | 2016/10/12 15:30 | Juan Sebastian Gomez v Olivares, Jose | 2-6,6-4,4-6 |
| ITF Dominican Republic F2 | 2018/12/03 13:00 | Juan Sebastian Gomez v Rivera Granja, Osmel | 6-1,6-2 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Juan Sebastian Gomez v Segarelli, Emilio Andrea | 6-2,6-4 |
| ITF Dominican Republic F2 | 2018/12/01 13:00 | Juan Sebastian Gomez v Mohanty, Arnav | 6-0,6-4 |
| ITF Panama F4 | 2018/11/20 14:00 | Matias Franco Descotte v Juan Sebastian Gomez | 6-4,7-5 |
| Challenger Guayaquil | 2018/10/28 16:00 | Juan Sebastian Gomez v Juan Pablo Varillas | 2-6,4-6 |
| Challenger Guayaquil | 2018/10/27 18:40 | Juan Sebastian Gomez v Galarza, Juan Ignacio | 6-4,6-1 |
| Challenger Lima | 2018/10/20 15:00 | Juan Sebastian Gomez v Gonzalo Lama | 3-6,3-6 |
| Santo Domingo, Dominican Republic | 2018/10/07 20:00 | Cuevas, Martin v Juan Sebastian Gomez | 6-2,6-3 |
| ITF Dominican Republic F2 | 2018/12/04 19:10 | Butsch, Justin v Olivares, Jose | 3-6,4-6 |
| ITF Dominican Republic F1 | 2018/12/01 15:00 | Crepatte, Baptiste v Olivares, Jose | 6-3,6-2 |
| ITF Dominican Republic F1 | 2018/11/30 15:00 | Alejandro Tabilo v Olivares, Jose | 5-7,3-6 |
| ITF Dominican Republic F1 | 2018/11/29 15:40 | Schmid, Aaron v Olivares, Jose | 2-6,2-6 |
| ITF Dominican Republic F1 | 2018/11/28 15:55 | Blumenberg, Alex v Olivares, Jose | 3-6,1-6 |
| ITF USA F32 | 2018/11/15 18:00 | Rowland Phillips v Olivares, Jose | 3-6,6-4,10-8 |
| ITF USA F30 | 2018/11/08 19:30 | Kohen, Alan v Olivares, Jose | 6-3,6-3 |
| ITF USA F30 | 2018/11/07 15:00 | Hamilton, Grey v Olivares, Jose | 3-6,1-6 |