Ground: Hardcourt outdoor
| ITF Mexico F4 | 2015/05/16 17:00 | Rodriguez, J. A. v Ianakiev, Milen | 6-3,6-7,4-6 |
| USA F26, Singles Qualifying | 2014/09/19 09:00 | Battistone, Brian v Ianakiev, Milen | 6-3,6-4 |
| ITF USA F24 Qual | 2014/09/05 19:00 | Ianakiev, Milen v Opelka, Reilly | 4-6,4-6 |
| ITF Latvia F1 | 2014/08/03 07:00 | Ianakiev, Milen v Brandon Walkin | 6-2,3-6,1-6 |
| ITF Mexico F5 | 2014/05/20 18:50 | Ianakiev, Milen v Krainik, Pavel | 2-6,2-6 |