Round: 25 Ground: Hardcourt indoor
| ITF USA F40 | 2016/12/08 17:10 | Dominik Koepfer v Winston Lin | 6-4,4-6,6-4 |
| ITF USA F37 | 2016/11/18 16:00 | Patrick Kypson v Winston Lin | 6-7,7-6,6-1 |
| ITF USA F37 | 2016/11/17 17:30 | Nathaniel Lammons v Winston Lin | 4-6,4-6 |
| ITF USA F36 | 2016/11/08 15:30 | Winston Lin v Justin Roberts | 6-7,4-6 |
| 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 |
| Challenger Columbus 2 | 2016/11/23 16:30 | Cameron Norrie v Raymond Sarmiento | 6-4,7-6 |
| Challenger Champaign | 2016/11/14 20:40 | Raymond Sarmiento v Henri Laaksonen | 7-6,3-6,4-6 |
| Challenger Knoxville | 2016/11/08 18:40 | Edward Corrie v Raymond Sarmiento | 7-6,2-6,6-4 |
| 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 |