Ground: Clay
| ITF Colombia F4 | 2014/08/25 16:00 | O'Brien, Dean v de Paula, Fabiano | 6-7,3-6 |
| ITF Colombia F5 | 2014/09/10 16:35 | O'Brien, Dean v Bernardi, Pedro | 7-6,6-4 |
| ITF Colombia F4 | 2014/08/25 16:00 | O'Brien, Dean v de Paula, Fabiano | 6-7,3-6 |
| 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 로엘로프스, 루안 | 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 킹, 케빈 | 3-6,2-6 |
| ITF Mexico F3 | 2014/05/09 15:00 | O'Brien, Dean v 에스테베즈, 맥시밀리아노 | 4-6,6-0,6-1 |
| ITF Colombia F5 | 2014/09/10 15:00 | 바를ㄹ로스, 마누엘 v de Paula, Fabiano | 1-6,1-6 |
| ITF Colombia F4 | 2014/08/28 19:10 | 트룬겔리티, 마르코 v de Paula, Fabiano | 2-6,6-4,7-5 |
| ITF Colombia F4 | 2014/08/27 19:00 | 마르티네즈, 루이스 다비드 v de Paula, Fabiano | 1-6,3-6 |
| ITF Colombia F4 | 2014/08/25 16:00 | O'Brien, Dean v de Paula, Fabiano | 6-7,3-6 |
| ITF Colombia F3 | 2014/08/21 16:35 | de Paula, Fabiano v 메나,파쿤도 | 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 카라트세브, 아슬란 | 6-7,3-6 |
| ITF France F15 | 2014/07/17 09:00 | de Paula, Fabiano v Bensoussan, Samuel | 6-3,6-4 |