Round: 60 Ground: Clay
| ITF USA F14 | 2016/04/18 14:30 | Krustev, Victor v Chang, Jonathan | 4-6,2-6 |
| ITF USA F14 | 2016/04/17 17:00 | Belov, Sergey v Krustev, Victor | 4-6,6-2,1-6 |
| Challenger Drummondville Qual | 2016/03/13 19:30 | Krustev, Victor v Nicolas Jarry | 1-6,2-6 |
| Challenger Drummondville Qual | 2016/03/12 20:05 | Krustev, Victor v Peck, Joshua | 6-4,3-6,6-3 |
| ITF Canada F2 Qual | 2016/03/06 13:00 | Krustev, Victor v Mudge, Robbie | 7-6,4-6,2-6 |
| ITF Canada F2 Qual | 2016/03/05 13:00 | Krustev, Victor v Pare, Francis | 5-7,7-5,6-1 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Carter, Andrew v Krustev, Victor | 3-6,6-3,7-5 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Krustev, Victor v Drew Van Orderlain | 6-3,6-1 |
| ITF USA F14 | 2016/04/18 14:30 | Bruna, Esteban v Espin Busleiman, Geronimo | 0-6,2-6 |
| ITF USA F14 | 2016/04/17 16:00 | Bruna, Esteban v Naser, Javier | 6-3,6-4 |
| ITF Argentina F3 | 2016/03/12 11:30 | Grassi Mazzuchi, Juan Pablo v Bruna, Esteban | 6-1,6-0 |
| ITF Morocco F1 | 2016/03/06 10:00 | Bruna, Esteban v Benamar, Ayoub | 4-6,3-6 |
| ITF Tunisia F8 | 2016/02/28 11:00 | Bruna, Esteban v Longo, Michele | 6-3,6-2 |
| ITF Tunisia F7 | 2016/02/20 08:30 | Bruna, Esteban v Brooklyn, Matthew | 2-6,4-6 |
| Tunisia F6, Singles Qualifying | 2016/02/14 08:30 | Trusendi, Walter v Bruna, Esteban | 6-1,6-2 |
| Tunisia F6, Singles Qualifying | 2016/02/13 10:00 | Oumaouche, Rayane v Bruna, Esteban | 7-6,3-6,6-7 |