Round: 26 Ground: Clay
| ITF Turkey F14 | 2016/04/06 12:35 | Paul Monteban v Lukas Mugevicius | 3-6,3-6 |
| ITF Turkey F13 | 2016/03/31 08:40 | Petar Conkic v Paul Monteban | 6-1,3-6,6-1 |
| ITF Turkey F9 | 2016/03/03 08:00 | Tallon Griekspoor v Paul Monteban | 6-1,6-2 |
| ITF Turkey F9 | 2016/03/02 10:10 | Paul Monteban v Gleb Alekseenko | 6-0,6-4 |
| ITF Israel F3 | 2016/02/23 14:40 | Daniil Zarichanskiy v Paul Monteban | 3-6,6-7 |
| ITF Israel F2 | 2016/02/16 08:00 | Paul Monteban v Alexander Boborykin | 2-6,4-6 |
| ITF Israel F2 | 2016/02/14 10:00 | Paul Monteban v Janis Podzus | 6-7,6-3,6-4 |
| ITF Israel F2 | 2016/02/14 07:30 | Paul Monteban v Orel Ovil | 6-1,6-2 |
| ITF Netherlands F1 | 2016/06/13 16:30 | Gijs Brouwer v Connor Smith | 2-6,1-6 |
| ITF China F9 | 2016/06/03 03:00 | Akira Santillan v Connor Smith | 6-3,6-3 |
| ITF China F9 | 2016/06/01 03:00 | Rigele Te v Connor Smith | 0-6,3-6 |
| ITF China F9 | 2016/05/30 06:00 | Xi Qi v Connor Smith | 4-6,2-6 |
| ITF China F8 | 2016/05/24 05:05 | Connor Smith v Kuan-Yi Lee | 7-5,1-6,2-6 |
| Challenger Tallahassee Qual | 2016/04/24 15:45 | Connor Smith v Roman Safiullin | 2-6,1-6 |
| Challenger Savannah Qual | 2016/04/17 18:50 | Connor Smith v Ryan Haviland | 4-6,6-4,3-6 |
| Challenger Sarasota | 2016/04/11 17:25 | Facundo Arguello v Connor Smith | 2-6,6-2,6-2 |