Stadium: Stadium Round: 27 Ground: Clay
| ITF Dominican Republic F2 | 2018/12/05 16:05 | Juan Sebastian Gomez v Jose Olivares | 4-6,2-6 |
| ITF Dominican Republic F2 | 2018/12/04 19:10 | Justin Butsch v Jose Olivares | 3-6,4-6 |
| ITF Dominican Republic F1 | 2018/12/01 15:00 | Baptiste Crepatte v Jose Olivares | 6-3,6-2 |
| ITF Dominican Republic F1 | 2018/11/30 15:00 | Alejandro Tabilo v Jose Olivares | 5-7,3-6 |
| ITF Dominican Republic F1 | 2018/11/29 15:40 | Aaron Schmid v Jose Olivares | 2-6,2-6 |
| ITF Dominican Republic F1 | 2018/11/28 15:55 | Alex Blumenberg v Jose Olivares | 3-6,1-6 |
| ITF USA F32 | 2018/11/15 18:00 | Rowland Phillips v Jose Olivares | 3-6,6-4,10-8 |
| ITF USA F30 | 2018/11/08 19:30 | Alan Kohen v Jose Olivares | 6-3,6-3 |
| ITF Dominican Republic F2 | 2018/12/05 17:50 | Milen Ianakiev v Simon Freund | 3-6,4-6 |
| ITF Dominican Republic F2 | 2018/12/04 18:40 | Simon Freund v Jose Pereira | 6-4,6-7,7-6 |
| ITF Dominican Republic F2 | 2018/12/03 13:00 | Kevin Major v Simon Freund | 6-7,2-6 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Simon Freund v Junior T Pichardo | 6-1,6-0 |
| ITF Dominican Republic F2 | 2018/12/01 14:00 | Michel-Alexandre Fortin v Simon Freund | 5-7,0-6 |
| ITF Dominican Republic F1 | 2018/11/27 14:55 | Dusty H. Boyer v Simon Freund | 6-2,2-6,6-2 |
| ITF Dominican Republic F1 | 2018/11/26 13:00 | Emmett Ward v Simon Freund | 4-6,1-6 |
| ITF Dominican Republic F1 | 2018/11/25 14:00 | Simon Freund v Anshumat Srivastava | 6-0,6-3 |