| ITF EE. UU. F22 | 2016/06/29 17:30 | Patrick Kypson v Cameron Silverman | 3-6,3-6 |
| ITF Países Bajos F1 | 2016/06/14 14:35 | Patrick Kypson v José Pereira | 0-6,2-6 |
| ITF Países Bajos F1 - Clasificación | 2016/06/11 08:00 | Lucas Andriamasilalao v Patrick Kypson | 1-6,2-6 |
| ITF EE. UU. F8 | 2016/02/25 16:00 | Patrick Kypson v Noah Rubin | 5-7,7-5,3-6 |
| ITF EE. UU. F8 | 2016/02/23 17:00 | Patricio Heras v Patrick Kypson | 2-6,7-5,3-6 |
| ITF EE. UU. F7 | 2016/02/16 17:30 | Patrick Kypson v Gianni Mina | 4-6,1-6 |
| ITF EE. UU. F6 | 2016/02/03 14:00 | Evan King v Patrick Kypson | 6-3,7-6 |
| ITF EE. UU. F6 | 2016/02/01 14:30 | Nathan Pasha v Patrick Kypson | 5-7,6-3,3-6 |
| ITF EE. UU. F35 | 2016/11/04 15:00 | Benjamin Sigouin v Lukas Ollert | 4-6,6-2,2-6 |
| ITF EE. UU. F35 | 2016/11/03 15:00 | Benjamin Sigouin v Nathaniel Lammons | 7-6,6-2 |
| ITF EE. UU. F35 | 2016/11/02 18:45 | Rubin Statham v Benjamin Sigouin | 4-6,6-1,3-6 |
| ITF EE. UU. F35 | 2016/10/31 15:00 | Benjamin Sigouin v Haru Inoue | 7-6,6-2 |
| ITF Canadá F9 - Clasificación | 2016/09/21 15:50 | Nicolas Jarry v Benjamin Sigouin | 6-3,6-4 |
| ITF Canadá F8 | 2016/09/16 14:00 | Rhyne Williams v Benjamin Sigouin | 7-5,6-3 |
| ITF Canadá F8 | 2016/09/15 14:00 | Takanyi Garanganga v Benjamin Sigouin | 6-2,5-7,3-6 |
| ITF Canadá F8 | 2016/09/14 16:05 | Benjamin Sigouin v Ivan Endara | 6-4,6-2 |