Estadio: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Tulsa | 2019/06/18 20:50 | Alexander Ritschard v Benjamin Sigouin | 4-6,6-1,7-5 |
| Challenger de Vancouver | 2018/08/15 02:00 | Vasek Pospisil v Benjamin Sigouin | 7-6,3-6,6-3 |
| ATP Toronto - Clasificación | 2018/08/04 20:40 | Benjamin Sigouin v Elias Ymer | 5-7,3-6 |
| Challenger de Granby | 2018/07/24 14:00 | Benjamin Sigouin v Lucas Miedler | 3-6,6-2,4-6 |
| Challenger de Gatineau | 2018/07/19 16:35 | Ugo Humbert v Benjamin Sigouin | 6-4,6-4 |
| Challenger de Gatineau | 2018/07/17 17:45 | Benjamin Sigouin v Liam Broady | 6-4,6-2 |
| Challenger de Winnipeg | 2018/07/11 16:25 | Benjamin Sigouin v Filip Peliwo | 6-0,4-6,3-6 |
| ITF Canadá F4 | 2018/06/30 20:00 | JC Aragone v Benjamin Sigouin | 6-1,6-7,6-4 |
| ITF M15 Champaign | 2019/06/03 15:00 | Preston Brown v Gui Gomes | 2-6,2-6 |
| ITF M15 Cancun | 2019/05/27 18:00 | Alejandro Valencia v Preston Brown | 3-6,6-4,10-3 |
| ITF M15 Cancun | 2019/05/27 15:30 | Philip Sikman v Preston Brown | 1-6,2-6 |
| ITF M15 Cancun | 2019/05/20 13:30 | Errol Smith v Preston Brown | 4-6,6-1,10-8 |
| ITF M15 Cancun | 2019/05/13 13:30 | Preston Brown v Jesse Flores | 4-6,4-6 |
| ITF M15 Bucaramanga | 2019/04/23 14:30 | Preston Brown v Conner Huertas Del Pino | 3-6,2-6 |
| ITF M15 Guayaquil | 2019/04/17 14:30 | Maximiliano Estevez v Preston Brown | 6-4,6-2 |
| ITF M15 Tel Aviv | 2019/03/26 10:00 | Ugo Blanchet v Preston Brown | 6-4,6-4 |