Round: 25 Ground: Hardcourt indoor
| ITF USA F32 | 2016/10/19 18:45 | Winston Lin v Guanarteme N Delgado | 0-6,2-6 |
| ITF USA F31 | 2016/10/13 15:00 | Winston Lin v Connor Smith | 2-6,6-7 |
| ITF USA F31 | 2016/10/11 15:00 | Julian Lenz v Winston Lin | 3-6,6-4,2-6 |
| ITF Canada F9 Qual | 2016/09/21 17:20 | Winston Lin v Roy Smith | 3-6,4-6 |
| ITF Canada F8 | 2016/09/15 15:55 | Winston Lin v Egor Koleganov | 6-4,6-2 |
| ITF Canada F8 | 2016/09/14 16:05 | Winston Lin v Serge Becerra | 5-7,6-1,6-0 |
| ITF Canada F8 | 2016/09/13 16:05 | Winston Lin v Hunter Reese | 6-7,6-3,6-4 |
| ITF Canada F7 | 2016/09/06 16:25 | Martin Beran v Winston Lin | 7-6,7-5 |
| ITF USA F34 | 2016/10/29 19:00 | Ruben Bemelmans v Raymond Sarmiento | 6-2,6-3 |
| ITF USA F34 | 2016/10/28 17:00 | Raymond Sarmiento v Benjamin Hannestad | 6-4,6-1 |
| ITF USA F34 | 2016/10/27 17:00 | Raymond Sarmiento v Tom Fawcett | 6-4,6-3 |
| ITF France F20 | 2016/10/02 12:30 | Raymond Sarmiento v Marek Jaloviec | 2-6,6-7 |
| ITF France F20 | 2016/10/01 12:30 | Raymond Sarmiento v Hugo Grenier | 7-6,6-4 |
| ITF France F20 | 2016/09/30 12:30 | Raymond Sarmiento v Robin Kern | 7-6,6-3 |
| ITF France F20 | 2016/09/29 10:00 | Raymond Sarmiento v Evan Furness | 6-2,6-1 |
| ITF Sweden F4 MD | 2016/09/27 13:05 | Raymond Sarmiento v Maxence Broville | 6-1,6-4 |