Ground: Clay
| ITF France F11 | 2014/06/18 08:00 | Langer, Nils v O'Brien, Dean | 6-4,6-2 |
| ITF South Africa F3 | 2014/06/11 09:15 | O'Brien, Dean v Roelofse, Ruan | 4-6,4-6 |
| South Africa F2, Singles | 2014/06/06 09:30 | O'Brien, Dean v Scholtz, Nicolaas | 2-6,4-6 |
| South Africa F2, Singles | 2014/06/04 09:15 | O'Brien, Dean v Laubser, Brandon | 6-4,5-7,7-5 |
| ITF Mexico F3 | 2014/05/10 15:00 | O'Brien, Dean v King, Kevin | 3-6,2-6 |
| ITF Mexico F3 | 2014/05/09 15:00 | O'Brien, Dean v Estevez Maximiliano | 4-6,6-0,6-1 |
| ITF Mexico F3 | 2014/05/06 15:00 | Manuel Sanchez v O'Brien, Dean | 3-6,5-7 |
| ITF Mexico F2 | 2014/05/02 15:30 | Panta Herreros, Jorge Brian v O'Brien, Dean | 6-2,6-2 |
| ITF Colombia F3 | 2014/08/21 16:35 | de Paula, Fabiano v Facundo Mena | 4-6,4-6 |
| ITF Colombia F3 | 2014/08/18 16:30 | de Paula, Fabiano v Montes, Juan | 6-4,6-3 |
| ITF France F15 | 2014/07/18 10:00 | de Paula, Fabiano v Aslan Karatsev | 6-7,3-6 |
| ITF France F15 | 2014/07/17 09:00 | de Paula, Fabiano v Bensoussan, Samuel | 6-3,6-4 |
| ITF France F15 | 2014/07/15 08:30 | de Paula, Fabiano v Rossier, Simeon | 6-4,2-6,6-3 |
| ITF France F14 | 2014/07/08 10:20 | de Paula, Fabiano v Jacq, Gregoire | 6-1,6-4 |
| ITF Belgium F5 | 2014/07/05 13:00 | Ward, Alexander v de Paula, Fabiano | 6-1,6-1 |
| ITF Belgium F5 | 2014/07/04 12:00 | de Paula, Fabiano v Merckx, Jonas | 7-6,6-4 |