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