Round: 60 Ground: Clay
| ITF USA F7 Qual | 2016/02/13 17:00 | Gianni Ross v Oliver Crawford | 7-5,6-7,6-4 |
| ITF USA F7 Qual | 2016/02/12 15:30 | Oliver Crawford v Alexandre Rotsaert | 7-6,6-3 |
| ITF USA F6 | 2016/02/01 14:30 | Maciej Rajski v Oliver Crawford | 6-4,6-2 |
| ITF USA F6 | 2016/01/30 14:00 | Oliver Crawford v Piotr Zbroja | 6-1,6-0 |
| ITF USA F5 | 2016/01/25 15:30 | Omar Salman v Oliver Crawford | 6-2,6-7,6-2 |
| ITF USA F5 | 2016/01/22 16:00 | Oliver Crawford v Farzin Danny Amiri | 6-1,6-1 |
| ITF USA F4 | 2016/01/18 14:30 | Oliver Crawford v Hady Habib | 3-6,6-3,6-7 |
| ITF USA F4 | 2016/01/17 18:00 | Ryota Tanuma v Oliver Crawford | 1-6,4-6 |
| ITF USA F7 Qual | 2016/02/12 18:00 | Oscar Matias Leiva Biason v Damon Gooch | 0-6,1-6 |
| ITF Chile F7 | 2015/10/12 13:00 | Oscar Matias Leiva Biason v David Fleming | 0-6,0-6 |
| ITF Bolivia F1 | 2015/09/05 13:00 | Oscar Matias Leiva Biason v Fernando Yamacita | 2-6,0-6 |
| ITF Mexico F8 | 2015/06/20 18:30 | Oscar Matias Leiva Biason v Santiago Hinojosa | 3-6,6-7 |
| ITF Mexico F7 | 2015/06/13 14:00 | Jose Daniel Bendeck v Oscar Matias Leiva Biason | 6-1,6-2 |
| ITF Mexico F6 | 2015/06/06 14:00 | Oscar Matias Leiva Biason v John Lamble | 1-6,0-6 |
| ITF Mexico F5 | 2015/05/30 15:00 | Oscar Matias Leiva Biason v Pablo Nunez | 6-7,4-6 |
| ITF Chile F5 | 2015/04/18 17:00 | Alejandro Obando v Oscar Matias Leiva Biason | 6-1,7-5 |