Round: 44 Ground: Hardcourt indoor
| ITF Canada F8 Qual | 2016/09/10 13:00 | Michael Lippens v Brandon Donaldson | 6-1,5-7,6-1 |
| ITF Canada F7 Qual | 2016/09/05 16:00 | Washi Gervais v Brandon Donaldson | 6-3,6-2 |
| ITF Canada F7 Qual | 2016/09/04 14:00 | Tom Dynka v Brandon Donaldson | 1-6,1-6 |
| ITF USA F26 Qual | 2016/07/31 16:00 | Brandon Donaldson v Tom Fawcett | 2-6,1-6 |
| ITF USA F26 Qual | 2016/07/30 15:30 | Brandon Donaldson v Drew Van Orderlain | 6-2,6-3 |
| ITF USA F25 Qual | 2016/07/23 13:30 | Mico Santiago v Brandon Donaldson | 6-2,6-2 |
| ITF USA F24 Qual | 2016/07/16 15:30 | Brandon Donaldson v Eric Morris | 3-6,2-6 |
| ITF USA F18 | 2016/06/11 16:30 | Dominik Koepfer v Brandon Donaldson | 6-2,6-2 |
| ITF Canada F7 Qual | 2016/09/04 15:00 | Justin Lunn v Nicholas Bybel | 6-7,0-6 |
| ITF Canada F7 Qual | 2016/09/04 13:00 | Justin Lunn v Tegbir Singh Hara | 5-7,6-4,7-5 |
| ITF USA F16 | 2016/04/30 12:30 | Jarmere Jenkins v Justin Lunn | 6-3,6-4 |
| ITF USA F8 Qual | 2016/02/19 19:30 | Patrick Daciek v Justin Lunn | 6-0,6-1 |
| ITF USA F6 | 2016/01/29 14:30 | Justin Lunn v Nathan Perrone | 6-3,3-6,2-6 |
| ITF USA F5 | 2016/01/22 13:00 | Andrej Glvac v Justin Lunn | 6-1,6-1 |
| ITF USA F3 Qual | 2016/01/10 16:00 | Patrick Daciek v Justin Lunn | 6-0,6-0 |
| ITF USA F3 Qual | 2016/01/09 16:00 | Joseph W. Van Meter v Justin Lunn | 4-6,2-6 |