Round: 44 Ground: Clay
| ITF Colombia F4 | 2016/10/01 15:00 | Bendeck, Jose Daniel v Lopez, Juan Manuel | 6-4,6-2 |
| Challenger Medellin | 2016/09/24 22:15 | Hocevar, Ricardo v Bendeck, Jose Daniel | 6-3,6-2 |
| Others | 2016/09/24 18:55 | Bendeck, Jose Daniel v Rodas, Juan Pablo | 2-6,6-4,6-4 |
| Challenger Barranquilla | 2016/09/06 15:30 | Bendeck, Jose Daniel v Arevalo-Gonzalez, Marcelo | 1-6,2-6 |
| Challenger Cali 2 Qual | 2016/07/03 22:30 | Quiroz, Roberto v Bendeck, Jose Daniel | 6-0,6-3 |
| Challenger Cali 2 Qual | 2016/07/03 17:20 | Bendeck, Jose Daniel v Erazo, Camilo Andres | 6-2,7-5 |
| ITF Colombia F3 Qual | 2016/06/26 18:00 | Bendeck, Jose Daniel v Iamachkine, Pedro | 3-6,6-4,4-6 |
| ITF Colombia F2 | 2016/06/21 17:00 | Bendeck, Jose Daniel v Mantilla, Felipe | 3-6,3-6 |
| ITF Colombia F4 | 2016/10/01 15:00 | Uribe, Pedro v Serrano, Sebastian | 1-6,3-6 |
| Others | 2016/09/24 17:10 | Serrano, Sebastian v Juan Pablo Varillas | 4-6,0-6 |
| Meerbusch, Allemagne, Qualifications | 2016/08/14 11:30 | Vasilevski, Andrei v Serrano, Sebastian | 6-3,6-4 |
| Meerbusch, Allemagne, Qualifications | 2016/08/13 11:30 | Serrano, Sebastian v Grandon Diaz, Cristobal | 2-6,6-2,6-3 |
| ITF Germany F9 | 2016/08/01 18:00 | Serrano, Sebastian v Walder, Jordi | 6-4,4-6,3-6 |
| ITF Germany F9 | 2016/08/01 08:00 | Keist, Luca v Serrano, Sebastian | 2-6,6-7 |
| ITF USA F11 Qual | 2016/03/19 16:00 | Serrano, Sebastian v Austin, Gonzales | 6-2,4-6,5-7 |
| ITF USA F9 Qual | 2016/02/28 14:00 | Montero, Jorge v Serrano, Sebastian | 7-5,6-0 |