Round: 26 Ground: Clay
| ITF Argentina F2 | 2015/03/14 13:00 | Oscar Jose Gutierrez v Fleming, David | 2-6,4-6 |
| ITF Argentina F2 | 2016/03/08 13:00 | Oscar Jose Gutierrez v de Marco, Nicolas | 7-6,6-3 |
| ITF Brazil F9 | 2015/11/19 14:30 | Oscar Jose Gutierrez v Severino, Carlos Eduardo | 4-6,4-6 |
| ITF Brazil F9 | 2015/11/17 19:30 | Lopes, Tiago v Oscar Jose Gutierrez | 2-6,4-6 |
| ITF Brazil F8 | 2015/11/09 12:00 | Oscar Jose Gutierrez v Camilo, Rafael | 6-7,5-7 |
| ITF Brazil F7 | 2015/11/05 13:00 | Oscar Jose Gutierrez v Santanna, B. | 3-6,1-6 |
| ITF Brazil F7 | 2015/11/02 20:00 | Ribeiro Marcondes, Igor v Oscar Jose Gutierrez | 3-6,2-6 |
| ITF Brazil F6 | 2015/10/28 17:50 | Oscar Jose Gutierrez v Daniel Dutra Da Silva | 6-7,1-6 |
| ITF Brazil F6 | 2015/10/27 12:00 | Oscar Jose Gutierrez v Luis Britto | 6-2,6-3 |
| ITF Argentina F2 | 2016/03/07 12:30 | Orradre, Brian v Fleming, David | 4-6,2-6 |
| ITF Argentina F2 | 2016/03/06 14:30 | Vilaro, Alejo v Fleming, David | 3-6,3-6 |
| ITF Argentina F2 | 2016/03/05 12:00 | Irarrazabal, Gerardo v Fleming, David | 1-6,1-6 |
| ITF USA F9 Qual | 2016/02/28 15:30 | Tomas Barrios Vera v Fleming, David | 3-6,6-4,6-2 |
| ITF USA F9 Qual | 2016/02/27 15:30 | Fleming, David v Legall, Jason | 6-0,6-0 |
| ITF USA F9 Qual | 2016/02/26 15:00 | Fleming, David v Alshon, Christian | 6-0,6-0 |
| ITF USA F8 | 2016/02/24 16:00 | Fleming, David v Velotti, Agustin | 3-6,4-6 |
| ITF USA F8 Qual | 2016/02/22 17:00 | Fleming, David v Evan Zhu | 7-6,7-6 |