Ground: Clay
| ITF USA F15 | 2014/06/21 16:00 | Jenkins, Jarmere v Ernesto Escobedo | 6-3,6-1 |
| ITF USA F15 | 2014/06/20 16:40 | Jenkins, Jarmere v Nevolo, Dennis | 7-5,7-5 |
| ITF USA F15 | 2014/06/19 21:45 | Jenkins, Jarmere v Sarkissian, Alexander | 7-6,6-7,7-5 |
| Challenger - Sarasota | 2014/04/14 22:45 | Kyrgios, Nick v Jenkins, Jarmere | 6-3,6-4 |
| ITF Australia F1 | 2014/02/23 00:30 | Jenkins, Jarmere v Luke Saville | 6-2,6-3 |
| ITF Australia F1 | 2014/02/22 01:30 | Jenkins, Jarmere v Jordan Thompson | 4-6,6-0,7-5 |
| ITF Australia F1 | 2014/02/21 02:50 | Jenkins, Jarmere v Alex Bolt | 6-2,6-4 |
| ITF Australia F1 | 2014/02/20 01:35 | Jenkins, Jarmere v Mousley, Bradley | 6-7,6-1,7-5 |
| ITF USA F15 | 2014/06/21 17:25 | Donaldson, Jared v Mackenzie McDonald | 6-3,7-6 |
| ITF USA F15 | 2014/06/20 16:00 | Donaldson, Jared v Singh, Sanam | 6-2,7-5 |
| ITF USA F15 | 2014/06/19 14:00 | Donaldson, Jared v Escobar, Gonzalo | 6-1,7-6 |
| ITF USA F15 | 2014/06/17 18:10 | Donaldson, Jared v Webb, Dane | 6-4,6-2 |
| ITF Turkey F19 | 2014/06/07 10:30 | Nikola Milojevic v Donaldson, Jared | 3-6,4-6 |
| ITF Turkey F19 | 2014/06/06 10:00 | Donaldson, Jared v Pulgar-Garcia, Jaime | 6-2,6-1 |
| ITF Turkey F19 | 2014/06/04 09:30 | Haylaz, Muhammet v Donaldson, Jared | 3-6,4-6 |
| ITF Turkey F19 | 2014/06/03 13:10 | Yuksel, Anil v Donaldson, Jared | 2-6,2-6 |