Round: 60 Ground: Hardcourt outdoor
| ITF USA F29 | 2016/09/17 18:00 | Jacob Brumm v Jared Thompkins | 6-2,6-0 |
| ITF USA F28 | 2016/09/09 17:30 | Emilio Nava v Jared Thompkins | 6-1,7-5 |
| ITF USA F16 | 2016/04/29 16:30 | Jared Thompkins v Mason Beiler | 1-6,1-6 |
| Challenger Tallahassee Qual | 2016/04/23 16:50 | Jared Thompkins v Blake Mott | 3-6,1-6 |
| ITF USA F14 | 2016/04/17 14:30 | Juan Manuel Benitez Chavarriaga v Jared Thompkins | 6-0,6-2 |
| ITF USA F11 Qual | 2016/03/20 16:00 | Jared Thompkins v Tyler Hochwalt | 5-7,1-6 |
| ITF USA F10 Qual | 2016/03/12 17:00 | Raleigh Smith v Jared Thompkins | 6-2,6-0 |
| ITF USA F9 Qual | 2016/02/26 16:00 | Evan Bynoe v Jared Thompkins | 7-6,6-1 |
| ITF USA F29 | 2016/09/17 00:30 | Hunter Callahan v Errol Smith | 6-3,7-5 |
| ITF USA F28 | 2016/09/10 17:00 | Tim Sandkaulen v Errol Smith | 6-3,6-4 |
| ITF USA F1 Qual | 2016/01/03 18:00 | Errol Smith v Martin Redlicki | 2-6,6-7 |
| ITF USA F1 Qual | 2016/01/02 20:30 | Kaptan Kaster v Errol Smith | 6-7,2-6 |
| ITF USA F26 Qual | 2014/09/20 16:00 | Marko Goles Babic v Errol Smith | 6-2,6-4 |