Round: 25 Ground: Hardcourt indoor
| ITF Italy F32 | 2016/05/18 08:00 | Mate Delic v Winston Lin | 6-2,6-3 |
| ITF Italy F32 | 2016/05/11 11:00 | Winston Lin v Carlos Gomez-Herrera | 3-6,5-7 |
| ITF Italy F32 | 2016/05/09 08:30 | Winston Lin v Borna Gojo | 6-2,3-6,6-2 |
| ITF Italy F32 | 2016/05/08 10:30 | Winston Lin v Antun Vidak | 4-6,6-4,7-5 |
| ITF Italy F32 | 2016/05/04 11:00 | Winston Lin v Bradley Mousley | 3-6,5-7 |
| ITF Italy F32 | 2016/05/01 08:00 | Winston Lin v Nenad Vladusic | 6-2,6-0 |
| ITF Greece F6 | 2016/04/27 10:10 | Winston Lin v Mats Moraing | 3-6,3-6 |
| ITF Greece F5 | 2016/04/21 07:00 | Winston Lin v Mikelis Libietis | 7-6,4-6,5-7 |
| ITF Canada F2 Qual | 2016/03/05 13:00 | Iancu-Iustinian Ghinda v Roy Smith | 5-7,6-0,6-4 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Roy Smith v Max Wennakoski | 2-6,1-6 |
| ITF Canada F1 Qual | 2016/02/27 15:00 | Roy Smith v Rached Rihani | 6-3,6-2 |
| ITF USA F7 Qual | 2016/02/12 16:00 | Roy Smith v Augusto Laranja | 1-6,1-6 |
| ITF USA F33 Qual | 2015/11/13 19:30 | Roy Smith v Tom Dynka | 6-1,6-2 |
| ITF USA F32 Qual | 2015/11/08 16:00 | Roy Smith v Luciano Betella | 2-6,2-6 |
| ITF USA F22 Qual | 2015/07/18 13:30 | Samuel Shropshire v Roy Smith | 6-2,6-0 |