Round: 25 Ground: Grass
| ATP Newport Qual | 2016/07/11 16:25 | Brydan Klein v Brian Baker | 6-7,4-6 |
| Wimbledon | 2016/06/27 10:30 | Marin Cilic v Brian Baker | 6-3,7-5,6-3 |
| ATP Halle | 2016/06/14 10:00 | Brian Baker v Florian Mayer | 5-7,6-7 |
| French Open | 2016/05/24 09:00 | Bernard Tomic v Brian Baker | 6-3,6-4,6-4 |
| Challenger Tallahassee | 2016/04/27 23:35 | Brian Baker v Noah Rubin | 5-7,7-6,2-6 |
| Challenger Tallahassee | 2016/04/26 16:10 | Tim Smyczek v Brian Baker | 4-6,5-7 |
| Challenger Savannah | 2016/04/21 16:30 | Denis Kudla v Brian Baker | 6-3,6-3 |
| Challenger Savannah | 2016/04/18 20:15 | Brian Baker v Tommy Paul | 6-3,6-1 |
| Wimbledon Qual | 2016/06/23 13:00 | Bjorn Fratangelo v Austin Krajicek | 6-3,6-1,5-7,6-3 |
| Wimbledon Qual | 2016/06/22 10:00 | Joe Salisbury v Austin Krajicek | 4-6,6-3,3-6 |
| Wimbledon Qual | 2016/06/21 11:35 | John-Patrick Smith v Austin Krajicek | 2-6,6-3,9-11 |
| Challenger Le Gosier | 2016/04/05 22:30 | Austin Krajicek v Stefan Kozlov | 3-6,4-6 |
| Challenger Leon | 2016/03/30 01:30 | Austin Krajicek v Adrian Menendez-Maceiras | 4-6,4-6 |
| ATP Miami Qual | 2016/03/21 14:00 | Austin Krajicek v Marco Trungelliti | 6-0,3-6,3-6 |
| Challenger Drummondville | 2016/03/17 20:20 | Denis Shapovalov v Austin Krajicek | 6-3,7-5 |
| Challenger Drummondville | 2016/03/15 23:55 | Evan King v Austin Krajicek | 6-7,1-6 |