Stadium: Court 4 Round: 25 Ground: Clay
| ITF Dominican Republic F2 | 2018/12/03 13:00 | Milen Ianakiev v Philip Wilbert Major | 7-6,6-3 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Milen Ianakiev v Jesus M Rosario | 6-3,6-1 |
| ITF Dominican Republic F1 | 2018/11/28 15:30 | Oscar Jose Gutierrez v Milen Ianakiev | 4-6,6-3,6-4 |
| ITF USA F26 | 2018/09/26 22:00 | Milen Ianakiev v Michael Shabaz | 2-6,2-6 |
| ITF USA F25 | 2018/09/19 17:00 | Milen Ianakiev v Govind Nanda | 5-7,1-6 |
| ITF USA F24 | 2018/09/11 16:30 | Milen Ianakiev v Sumit Sarkar | 3-6,1-6 |
| ITF Netherlands F4 | 2018/08/13 10:00 | Milen Ianakiev v Justin Butsch | 2-6,1-6 |
| ITF Netherlands F4 | 2018/08/13 07:30 | Milen Ianakiev v Lautaro Agustin Falabella | 3-6,6-3,7-5 |
| ITF Dominican Republic F1 | 2018/11/28 16:10 | Dusty H. Boyer v Jose Pereira | 2-6,6-7 |
| ITF Dominican Republic F1 | 2018/11/27 14:55 | Dusty H. Boyer v Simon Freund | 6-2,2-6,6-2 |
| ITF Thailand F9 | 2018/11/13 10:25 | Uisung Park v Dusty H. Boyer | 6-3,6-4 |
| ITF Thailand F8 | 2018/11/05 02:00 | Antoine Bellier v Dusty H. Boyer | 6-3,6-4 |
| ITF Thailand F8 | 2018/11/04 06:00 | Yeongseok Jeong v Dusty H. Boyer | 2-6,4-6 |
| Challenger Traralgon | 2018/10/20 23:00 | Francesco Vilardo v Dusty H. Boyer | 7-5,5-7,6-3 |
| ITF Australia F8 | 2018/10/11 00:00 | Dusty H. Boyer v Calum Puttergill | 6-4,6-7,4-6 |
| ITF Australia F8 | 2018/10/09 01:00 | Brydan Klein v Dusty H. Boyer | 5-7,6-3,3-6 |