Round: 27 Ground: Clay
| ITF Australia F5 | 2016/09/20 04:35 | Benjamin Mitchell v Ivan Goluza | 7-6,6-4 |
| US Open - Qual. | 2016/08/23 15:00 | Benjamin Mitchell v Albert Montanes | 1-6,2-6 |
| Challenger Aptos | 2016/08/11 22:30 | Benjamin Mitchell v Marinko Matosevic | 2-6,1-6 |
| Challenger Aptos | 2016/08/09 18:00 | Dayne Kelly v Benjamin Mitchell | 3-6,1-6 |
| Challenger Granby | 2016/08/02 19:10 | Vincent Millot v Benjamin Mitchell | 6-3,6-2 |
| Challenger Winnipeg | 2016/07/14 18:25 | Blaz Kavcic v Benjamin Mitchell | 6-2,6-1 |
| Challenger Winnipeg | 2016/07/12 15:00 | Benjamin Mitchell v Vincent Millot | 1-6,7-6,6-4 |
| ITF Canada F4 | 2016/06/30 00:20 | Benjamin Mitchell v Raymond Sarmiento | 1-6,4-6 |
| ITF Australia F5 | 2016/09/21 03:30 | Jarmere Jenkins v Gavin Van Peperzeel | 7-6,2-6,7-5 |
| ITF Australia F5 | 2016/09/19 02:20 | Jarmere Jenkins v Erik Holt-Crossman | 6-2,6-2 |
| ITF Canada F7 | 2016/09/07 16:00 | Jarmere Jenkins v Rubin Statham | 6-4,0-6,5-7 |
| ITF Egitto F17 | 2016/07/28 16:00 | Jarmere Jenkins v Andrea Vavassori | 3-6,2-6 |
| ITF Egitto F17 | 2016/07/26 16:00 | Jarmere Jenkins v Anvit Bendre | 6-2,6-0 |
| ITF Egitto F16 | 2016/07/23 16:00 | Adam El Mihdawy v Jarmere Jenkins | 6-4,7-6 |
| ITF Egitto F16 | 2016/07/22 16:00 | Jose Fco. Vidal Azorin v Jarmere Jenkins | 4-6,5-7 |
| ITF Egitto F16 | 2016/07/21 16:45 | Antonio Zucca v Jarmere Jenkins | 7-6,4-6,3-6 |