Round: 60 Ground: Clay
| ITF USA F14 | 2016/04/21 14:00 | Patrick Daciek v Juan Manuel Benitez Chavarriaga | 6-3,6-1 |
| ITF USA F14 | 2016/04/20 17:15 | Juan Manuel Benitez Chavarriaga v Evan Song | 6-2,7-6 |
| ITF USA F14 | 2016/04/18 15:00 | Juan Manuel Benitez Chavarriaga v Aron Pierce | 6-2,6-1 |
| ITF USA F14 | 2016/04/17 14:30 | Juan Manuel Benitez Chavarriaga v Jared Thompkins | 6-0,6-2 |
| Challenger Sarasota Qual | 2016/04/11 16:40 | Juan Manuel Benitez Chavarriaga v Emilio Gomez | 3-6,2-6 |
| Challenger Sarasota Qual | 2016/04/10 18:25 | Robin Stanek v Juan Manuel Benitez Chavarriaga | 5-7,7-5,1-6 |
| Challenger Sarasota Qual | 2016/04/09 17:00 | Daniel Elahi Galan v Juan Manuel Benitez Chavarriaga | 2-6,6-7 |
| ITF USA F8 | 2016/02/25 16:00 | Juan Manuel Benitez Chavarriaga v Juan Pablo Ficovich | 2-6,7-5,4-6 |
| ITF USA F14 | 2016/04/15 16:30 | Gabriel Carvajal v Brian Battistone | 7-5,2-6,7-6 |
| ITF USA F7 Qual | 2016/02/12 15:30 | Gianni Ross v Brian Battistone | 6-2,6-4 |
| ITF USA F4 | 2016/01/18 14:30 | Brian Battistone v Denis Shapovalov | 4-6,4-6 |
| ITF USA F4 | 2016/01/17 16:00 | Brian Battistone v Michael Lippens | 6-1,6-2 |
| ITF USA F33 Qual | 2015/11/14 19:30 | Gianni Ross v Brian Battistone | 3-6,6-4,7-6 |
| ITF USA F33 Qual | 2015/11/13 14:00 | Matthew Kandath v Brian Battistone | 7-5,1-6,3-6 |
| ITF USA F32 Qual | 2015/11/08 14:00 | Alfredo Perez v Brian Battistone | 6-2,6-1 |
| ITF USA F26 Qual | 2015/09/11 18:30 | Brian Battistone v Ruben Alberts | 6-4,6-4 |