Round: 25 Ground: Hardcourt outdoor
| Challenger Tiburon | 2016/09/27 17:00 | Baker, Brian v Krajicek, Austin | 6-4,6-3 |
| Challenger Columbus | 2016/09/20 16:40 | Krajicek, Austin v Bangoura, Sekou | 2-6,3-6 |
| Challenger Cary | 2016/09/14 00:45 | Krajicek, Austin v Schnur, Brayden | 6-7,5-7 |
| US Open, New York, USA, Qualifying | 2016/08/24 16:10 | Kavcic, Blaz v Krajicek, Austin | 7-5,7-6 |
| Washington, USA | 2016/07/19 20:00 | Krajicek, Austin v Lu, Yen-Hsun | 1-6,6-7 |
| Newport, USA | 2016/07/12 16:20 | Baker, Brian v Krajicek, Austin | 6-2,3-6,6-2 |
| Wimbledon Qual | 2016/06/23 13:00 | Fratangelo, Bjorn v Krajicek, Austin | 6-3,6-1,5-7,6-3 |
| Wimbledon Qual | 2016/06/22 10:00 | Salisbury, Joe v Krajicek, Austin | 4-6,6-3,3-6 |
| Challenger Tiburon Qual | 2016/09/26 17:00 | Reid, Matt v Klein, Brydan | 3-6,5-7 |
| Challenger Tiburon Qual | 2016/09/25 19:25 | Farren, Connor v Klein, Brydan | 1-6,1-6 |
| Challenger Tiburon Qual | 2016/09/24 17:00 | Carter, Andrew v Klein, Brydan | 6-4,2-6,1-6 |
| Challenger Columbus | 2016/09/20 15:00 | Quiroz, Roberto v Klein, Brydan | 6-4,6-2 |
| Challenger Cary | 2016/09/14 17:00 | Novikov, Dennis v Klein, Brydan | 6-4,6-4 |
| Challenger Cary | 2016/09/12 17:30 | Klein, Brydan v Bangoura, Sekou | 1-6,7-5,6-2 |
| Challenger Granby | 2016/08/02 19:45 | Klein, Brydan v Gregoire Barrere | 3-6,3-6 |
| ATP Newport Qual | 2016/07/11 16:25 | Klein, Brydan v Baker, Brian | 6-7,4-6 |