Round: 26 Ground: Hardcourt outdoor
| Challenger Traralgon | 2015/10/26 23:00 | Matosevic, Marinko v Mitchell, Benjamin | 3-6,1-6 |
| Challenger Aptos | 2016/08/09 18:00 | 켈리, 다인 v Mitchell, Benjamin | 3-6,1-6 |
| Challenger Granby | 2016/08/02 19:10 | 밀롯, 빈센트 v Mitchell, Benjamin | 6-3,6-2 |
| Challenger Winnipeg | 2016/07/14 18:25 | 카브시크, 블라즈 v Mitchell, Benjamin | 6-2,6-1 |
| Challenger Winnipeg | 2016/07/12 15:00 | Mitchell, Benjamin v 밀롯, 빈센트 | 1-6,7-6,6-4 |
| ITF Canada F4 | 2016/06/30 00:20 | Mitchell, Benjamin v 사르미엔토, 라이몬드 | 1-6,4-6 |
| French Open Qual | 2016/05/17 08:00 | 스트루프, 잔-레날ㄷ v Mitchell, Benjamin | 6-7,6-4,6-3 |
| Drummondville, Canada | 2016/03/15 17:05 | 반 리지토벤, 팀 v Mitchell, Benjamin | 3-6,7-6,6-2 |
| Challenger Launceston | 2016/02/05 06:10 | 미네니, 사케스 v Mitchell, Benjamin | 6-4,6-2 |
| Challenger Aptos | 2016/08/09 22:35 | Matosevic, Marinko v Dustov, Farrukh | 6-1,6-0 |
| ATP Washington Qual | 2016/07/17 16:35 | 도날드슨, 자레드 v Matosevic, Marinko | 7-6,6-4 |
| ATP Washington Qual | 2016/07/16 14:00 | Lipsky, Scott v Matosevic, Marinko | 1-6,0-6 |
| Challenger Winnipeg | 2016/07/13 15:00 | Matosevic, Marinko v 켈리, 다인 | 7-6,6-7,3-6 |
| Challenger Leon Qual | 2016/03/28 20:45 | 스타네크, 로빈 v Matosevic, Marinko | 7-6,7-6 |
| Challenger Leon Qual | 2016/03/27 20:10 | Raja, Purav v Matosevic, Marinko | 4-6,1-6 |
| Challenger Morelos | 2016/02/16 20:25 | Matosevic, Marinko v Zeballos, Horacio | 4-6,3-6 |
| Challenger Dallas | 2016/02/05 02:25 | Matosevic, Marinko v 스미크제크, 팀 | 6-7,6-4,3-6 |