Round: 62 Ground: Hardcourt outdoor
| ITF Australia F10 Qual | 2016/11/11 23:00 | Blake Bayldon v Bronka, Adam | 6-3,6-1 |
| ITF Australia F9 Qual | 2016/11/04 23:00 | Mcphee, Lachlan v Blake Bayldon | 6-3,6-3 |
| ITF Australia F10 Qual | 2016/11/11 23:00 | Wynan, Jarred v Djurovic, Blazo N | 1-6,6-4,6-4 |
| ITF Australia F9 Qual | 2016/11/05 23:00 | Casey, Oliver v Wynan, Jarred | 7-6,7-5 |
| ITF Australia F9 Qual | 2016/11/05 01:30 | Kouznetsov, Daniel v Wynan, Jarred | 5-7,2-6 |
| Challenger Canberra 2 Qual | 2016/10/28 23:30 | Daniel Masur v Wynan, Jarred | 7-6,6-1 |
| ITF Australia F3 Qual | 2016/03/13 23:00 | Puodziunas, Scott v Wynan, Jarred | 6-0,6-1 |
| ITF Australia F3 Qual | 2016/03/12 23:00 | Jesse Delaney v Wynan, Jarred | 4-6,3-6 |
| ITF Australia F3 Qual | 2016/03/11 23:00 | Wynan, Jarred v Chambers, Brenton | 7-5,3-6,6-2 |
| ITF USA F33 Qual | 2015/11/16 15:00 | Henrik Wiersholm v Wynan, Jarred | 6-1,6-4 |