Round: 60 Ground: Hardcourt indoor
| ITF Canada F9 Qual | 2016/09/21 15:50 | Nicolas Jarry v Benjamin Sigouin | 6-3,6-4 |
| ITF Canada F8 | 2016/09/16 14:00 | Rhyne Williams v Benjamin Sigouin | 7-5,6-3 |
| ITF Canada F8 | 2016/09/15 14:00 | Takanyi Garanganga v Benjamin Sigouin | 6-2,5-7,3-6 |
| ITF Canada F8 | 2016/09/14 16:05 | Benjamin Sigouin v Ivan Endara | 6-4,6-2 |
| ITF Canada F8 | 2016/09/13 18:30 | Benjamin Sigouin v Konrad Zieba | 6-4,6-4 |
| Challenger - Winnipeg | 2016/07/12 20:35 | Mitchell Krueger v Benjamin Sigouin | 6-0,6-4 |
| ITF Canada F2 | 2016/03/08 15:00 | Benjamin Sigouin v Eric Quigley | 7-6,2-6,3-6 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Jarryd Chaplin v Benjamin Sigouin | 7-6,3-6,7-6 |
| ITF USA F35 | 2016/10/30 15:00 | Alexander Brown v Haru Inoue | 6-3,6-7,3-6 |
| ITF USA F35 | 2016/10/29 15:00 | Jarryd Woog v Haru Inoue | 6-2,4-6,2-6 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Bradley Holt v Haru Inoue | 7-6,6-4 |
| ITF USA F27 Qual | 2016/08/06 13:30 | Oscar Janglin v Haru Inoue | 7-5,2-6,4-6 |
| ITF USA F23 | 2016/06/30 22:30 | Takanyi Garanganga v Haru Inoue | 6-2,6-2 |
| ITF USA F23 | 2016/06/29 23:00 | Haru Inoue v Eleftherios Theodorou | 6-2,6-3 |
| ITF Japan F3 | 2015/03/21 01:00 | Haru Inoue v Jarryd Chaplin | 4-6,7-6,2-6 |
| ITF Japan F1 | 2015/03/07 03:00 | Ryota Kishi v Haru Inoue | 7-5,6-3 |