| ITF Mexico F3 | 2014/05/09 15:00 | Dean O'Brien v Maximiliano Estevez | 4-6,6-0,6-1 |
| ITF Mexico F3 | 2014/05/06 15:00 | Manuel Sanchez v Dean O'Brien | 3-6,5-7 |
| ITF Mexico F2 | 2014/05/02 15:30 | Jorge Panta v Dean O'Brien | 6-2,6-2 |
| Challenger San Luis Potosi | 2014/04/15 21:45 | Marcelo Arevalo v Dean O'Brien | 6-1,7-6 |
| Challenger San Luis Potosi Qual | 2014/04/13 18:25 | Dean O'Brien v Pavel Krainik | 6-4,6-4 |
| ITF Canada F2 | 2014/03/12 15:00 | Edward Corrie v Dean O'Brien | 5-7,6-4,6-3 |
| ITF Canada F1 | 2014/03/06 15:00 | Richard Gabb v Dean O'Brien | 5-7,6-4,6-3 |
| ITF Canada F1 | 2014/03/05 18:10 | Adam El Mihdawy v Dean O'Brien | 4-6,4-6 |
| ITF Mexico F3 | 2014/05/07 16:30 | Pavel Krainik v Kevin King | 5-7,4-6 |
| ITF Mexico F3 | 2014/05/06 16:30 | Carlos Ramirez Utermann v Kevin King | 3-6,2-6 |
| ITF Mexico F2 | 2014/05/04 16:00 | Adam El Mihdawy v Kevin King | 2-6,5-7 |
| ITF Mexico F2 | 2014/05/03 20:30 | Kevin King v Mauricio Echazu | 7-5,3-6,6-1 |
| ITF Mexico F2 | 2014/05/02 15:30 | Kevin King v Fabiano De Paula | 6-1,6-2 |
| ITF Mexico F2 | 2014/04/30 17:15 | Kevin King v Miguel Angel Reyes-Varela | 7-5,6-0 |
| Challenger San Luis Potosi | 2014/04/16 17:00 | Adrian Menendez-Maceiras v Kevin King | 6-4,6-3 |
| Challenger San Luis Potosi | 2014/04/15 23:00 | Miguel Angel Reyes-Varela v Kevin King | 3-6,3-6 |