Stadium: Court 8 Round: 45 Ground: Clay
| ITF M25 Palm Coast | 2019/01/24 18:00 | Jose Olivares v Sekou Bangoura | 2-6,3-6 |
| ITF M25 Palm Coast | 2019/01/23 15:15 | Jose Olivares v Justin Butsch | 6-2,6-1 |
| ITF M25 Palm Coast | 2019/01/21 17:30 | Jose Olivares v Lucas Renard | 6-4,6-2 |
| ITF M15 Naples | 2019/01/16 18:05 | Jose Olivares v Facundo Mena | 4-6,6-3,5-7 |
| ITF M15 Naples | 2019/01/15 15:30 | Jose Olivares v Adrian Obert | 7-6,6-2 |
| ITF Dominican Republic F3 | 2018/12/11 15:30 | Jose Olivares v Jose Pereira | 6-7,4-6 |
| ITF Dominican Republic F2 | 2018/12/08 15:00 | Alejandro Tabilo v Jose Olivares | 6-3,6-3 |
| ITF Dominican Republic F2 | 2018/12/07 14:30 | Jose Olivares v Jorge Panta | 6-3,7-6 |
| ITF M15 Naples | 2019/01/16 20:00 | Nicolas Mejia v JanMagnus Johnson | 0-6,6-2,6-0 |
| ITF USA F5 | 2017/01/21 18:00 | Vasil Kirkov v JanMagnus Johnson | 6-4,6-1 |
| ITF USA F4 | 2017/01/13 13:30 | JanMagnus Johnson v Jonathan Chang | 5-7,0-6 |