Round: 54 Ground: Hardcourt outdoor
| ITF USA F33 Qual | 2016/10/17 16:30 | Farzin Danny Amiri v Jared Thompkins | 6-1,6-1 |
| ITF USA F30 | 2016/09/24 21:00 | Jared Thompkins v Errol Smith | 6-7,4-6 |
| 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 F33 Qual | 2016/10/18 18:40 | J. T. Nishimura v Perry Gregg | 6-2,7-6 |
| Challenger Fairfield Qual | 2016/10/08 20:40 | Andres Molteni v Perry Gregg | 6-3,6-3 |
| Challenger Tiburon Qual | 2016/09/24 17:00 | Perry Gregg v Andre Goransson | 2-6,4-6 |
| Challenger Aptos Qual | 2016/08/06 17:30 | Perry Gregg v John Lamble | 6-2,1-6,2-6 |