Round: 27 Ground: Hardcourt outdoor
| Challenger Cary | 2016/09/12 17:30 | Brydan Klein v Sekou Bangoura | 1-6,7-5,6-2 |
| Challenger Las Vegas | 2016/10/19 17:30 | Dennis Novikov v Sekou Bangoura | 6-7,4-6 |
| Challenger Fairfield | 2016/10/11 17:00 | Dennis Nevolo v Sekou Bangoura | 6-4,7-6 |
| Challenger Stockton | 2016/10/04 20:10 | Sekou Bangoura v Darian King | 0-6,3-6 |
| Challenger Columbus | 2016/09/23 17:50 | Sekou Bangoura v John-Patrick Smith | 3-6,6-3,3-6 |
| Challenger Columbus | 2016/09/21 21:55 | Sekou Bangoura v Tommy Paul | 6-3,6-3 |
| Challenger Columbus | 2016/09/20 16:40 | Austin Krajicek v Sekou Bangoura | 2-6,3-6 |
| Challenger Cary | 2016/09/12 17:30 | Brydan Klein v Sekou Bangoura | 1-6,7-5,6-2 |
| US Open Qual | 2016/08/26 20:50 | Mischa Zverev v Sekou Bangoura | 6-4,6-2 |
| Challenger Las Vegas | 2016/10/19 17:30 | Zhe Li v Brydan Klein | 1-6,6-1,3-6 |
| Challenger Las Vegas | 2016/10/18 20:45 | Brydan Klein v Frances Tiafoe | 2-6,7-5,6-3 |
| Challenger Fairfield | 2016/10/15 21:10 | Quentin Halys v Brydan Klein | 6-2,6-4 |
| Challenger Fairfield | 2016/10/15 17:00 | Brydan Klein v Tommy Paul | 7-6,3-6,6-1 |
| Challenger Fairfield | 2016/10/13 18:00 | Ruben Bemelmans v Brydan Klein | 3-6,7-5,6-7 |
| Challenger Fairfield | 2016/10/11 20:05 | Brydan Klein v Tennys Sandgren | 4-6,7-5,7-5 |
| Challenger Fairfield Qual | 2016/10/10 17:00 | Lloyd Glasspool v Brydan Klein | 4-6,3-6 |
| Challenger Fairfield Qual | 2016/10/09 17:00 | Brandon Nakashima v Brydan Klein | 2-6,0-6 |