Round: 26 Ground: Hardcourt outdoor
| ITF Canada F8 | 2016/09/13 18:30 | Sigouin, Benjamin v Zieba, Konrad | 6-4,6-4 |
| Challenger Winnipeg | 2016/07/12 20:35 | Mitchell Krueger v Sigouin, Benjamin | 6-0,6-4 |
| Canada F2, Singles | 2016/03/08 15:00 | Sigouin, Benjamin v Quigley, Eric | 7-6,2-6,3-6 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Chaplin, Jarryd v Sigouin, Benjamin | 7-6,3-6,7-6 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Alexis Galarneau v Sigouin, Benjamin | 4-6,7-5,6-7 |
| ITF Canada F9 Qual | 2015/09/13 14:00 | Reinwein, Sami v Sigouin, Benjamin | 7-6,6-1 |
| Canada F2, Singles | 2015/03/11 16:00 | Veger, Filip v Sigouin, Benjamin | 6-3,6-4 |
| ITF Canada F2 Qual | 2015/03/08 13:00 | Sigouin, Benjamin v Reyes, Nicholas Alexander | 6-4,6-0 |
| ITF Canada F8 | 2016/09/13 19:05 | Juan Carlos Aguilar v Endara, Ivan | 2-6,4-6 |
| Canada F7, Singles | 2016/09/11 15:30 | Dancevic, Frank v Endara, Ivan | 7-6,7-6 |
| Canada F7, Singles | 2016/09/10 16:30 | Alexander Ritschard v Endara, Ivan | 7-6,4-6,3-6 |
| Canada F7, Singles | 2016/09/09 16:00 | Endara, Ivan v Volfson, David | 6-3,2-6,6-1 |
| Canada F7, Singles | 2016/09/08 16:00 | Endara, Ivan v Manuel Sanchez | 4-6,6-4,6-2 |
| Canada F7, Singles | 2016/09/06 19:00 | Garanganga, Takanyi v Endara, Ivan | 6-2,2-6,1-6 |
| Challenger Cali 2 Qual | 2016/07/03 19:50 | Patino, Luis v Endara, Ivan | 6-4,6-4 |
| ITF Colombia F3 | 2016/06/28 16:40 | Diaz-Figueroa, Christopher v Endara, Ivan | 4-6,6-3,6-3 |