Round: 28 Ground: Hardcourt outdoor
| ITF USA F26 | 2016/08/04 15:00 | Marc Polmans v Rhyne Williams | 6-4,7-6 |
| ITF USA F26 | 2016/08/02 15:00 | Rhyne Williams v Facundo Mena | 6-4,6-2 |
| ITF USA F25 | 2016/07/28 16:45 | Rhyne Williams v Tennys Sandgren | 1-6,4-6 |
| ITF USA F25 | 2016/07/26 14:00 | Gonzales Austin v Rhyne Williams | 1-6,2-6 |
| ITF USA F24 | 2016/07/23 15:00 | Tennys Sandgren v Rhyne Williams | 6-2,7-5 |
| ITF USA F24 | 2016/07/22 17:00 | Rhyne Williams v Jonathan Chang | 6-4,6-2 |
| ITF USA F24 | 2016/07/21 14:00 | Alfredo Perez v Rhyne Williams | 6-7,2-6 |
| ITF USA F24 | 2016/07/20 16:30 | Rhyne Williams v Gonzales Austin | 6-2,6-2 |
| 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 Canada F1 Qual | 2016/02/27 15:00 | Alexis Galarneau v Benjamin Sigouin | 4-6,7-5,6-7 |
| ITF Canada F9 Qual | 2015/09/13 14:00 | Sami Reinwein v Benjamin Sigouin | 7-6,6-1 |
| ITF Canada F2 | 2015/03/11 16:00 | Filip Veger v Benjamin Sigouin | 6-3,6-4 |
| ITF Canada F2 Qual | 2015/03/08 13:00 | Benjamin Sigouin v Nicholas Reyes | 6-4,6-0 |
| ITF Canada F2 Qual | 2015/03/07 14:00 | Benjamin Sigouin v Iancu-Iustinian Ghinda | 6-3,6-1 |