Round: 25 Ground: Hardcourt outdoor
| ITF Canada F6 | 2016/08/28 16:00 | Michael Genender v Erroll Lawrence | 6-1,6-0 |
| Challenger Aptos Qual | 2016/08/06 20:10 | Michael Genender v Dean O'Brien | 3-6,2-6 |
| ITF Canada F4 | 2016/06/29 17:00 | Michael Genender v Jason Jung | 2-6,3-6 |
| ITF Canada F3 | 2016/06/23 17:00 | Michael Genender v Philip Bester | 1-6,0-6 |
| ITF Canada F3 | 2016/06/21 20:35 | Spencer Furman v Michael Genender | 3-6,3-6 |
| ITF Canada F3 Qual | 2016/06/20 17:00 | Jack Mingjie Lin v Michael Genender | 5-7,6-3,2-6 |
| ITF Canada F3 Qual | 2016/06/19 17:00 | Michael Genender v Jared Maclean | 6-1,6-2 |
| ITF USA F2 Qual | 2016/01/10 18:00 | Michael Genender v Jacob Brumm | 6-2,6-4 |
| ITF USA F25 Qual | 2016/07/23 15:00 | Jarryd Woog v Jonathan Chang | 4-6,1-6 |
| ITF USA F24 | 2016/07/22 17:00 | Rhyne Williams v Jonathan Chang | 6-4,6-2 |
| ITF USA F24 | 2016/07/21 16:35 | Jonathan Chang v Dominik Koepfer | 6-7,6-2,7-5 |
| ITF USA F24 | 2016/07/20 17:55 | Christopher Eubanks v Jonathan Chang | 2-6,3-6 |
| ITF USA F24 Qual | 2016/07/18 15:00 | Jonathan Chang v Andrew Watson | 6-2,7-6 |
| ITF USA F24 Qual | 2016/07/17 14:00 | Jonathan Chang v Brian Battistone | 7-5,7-5 |
| ITF USA F24 Qual | 2016/07/16 15:00 | Strong Kirchheimer v Jonathan Chang | 4-6,6-1,5-7 |
| ITF USA F23 Qual | 2016/06/27 13:30 | Arjun Kadhe v Jonathan Chang | 6-4,2-6,6-4 |