Round: 25 Ground: Hardcourt outdoor
| ITF Australia F9 Qual | 2016/11/07 01:00 | Adam O'Shannessy v Michael Shepheard | 2-6,0-6 |
| ITF Australia F9 Qual | 2016/11/05 23:00 | Brenton Chambers v Michael Shepheard | 2-6,3-6 |
| Challenger Traralgon Qual | 2016/10/22 23:00 | Gavin Van Peperzeel v Michael Shepheard | 6-2,7-5 |
| Challenger Traralgon Qual | 2016/10/21 22:59 | Gavin Van Peperzeel v Michael Shepheard | 6-2,7-5 |
| ITF Australia F4 Qual | 2016/03/19 02:00 | Zac Osborne v Michael Shepheard | 3-6,7-6,6-2 |
| ITF Australia F9 Qual | 2016/11/06 23:00 | Nathan Eshmade v Oliver Casey | 6-2,6-2 |
| ITF Australia F9 Qual | 2016/11/05 23:00 | Nathan Eshmade v Tomislav E Papac | 7-5,6-3 |
| Challenger Canberra 2 Qual | 2016/10/29 23:00 | Yoshihito Nishioka v Nathan Eshmade | 6-2,6-2 |
| Challenger Canberra 2 Qual | 2016/10/28 23:00 | Nathan Eshmade v Jake Delaney | 7-6,7-5 |
| ITF Australia F8 | 2016/10/13 02:25 | Nathan Eshmade v Maverick Banes | 0-6,1-6 |
| ITF Australia F8 | 2016/10/11 00:00 | Will Maher v Nathan Eshmade | 3-6,2-6 |
| ITF Australia F7 | 2016/10/06 03:30 | Dayne Kelly v Nathan Eshmade | 6-3,6-3 |
| ITF Australia F7 | 2016/10/05 00:00 | Nathan Eshmade v Jake Delaney | 6-7,6-4,6-2 |