Round: 54 Ground: Hardcourt outdoor
| ITF USA F29 | 2016/09/21 17:00 | Redlicki, Martin v Douglas, Jake | 6-0,6-3 |
| ITF USA F29 | 2016/09/18 18:30 | Rivera, Cristobal v Douglas, Jake | 3-6,4-6 |
| ITF USA F29 | 2016/09/16 23:00 | Vance, Jack v Douglas, Jake | 1-6,1-6 |
| ITF USA F28 | 2016/09/14 20:20 | Brymer, Gage v Douglas, Jake | 6-4,6-2 |
| ITF USA F28 | 2016/09/12 17:00 | Douglas, Jake v Kushnirovich, Gary | 6-7,6-4,6-1 |
| ITF USA F28 | 2016/09/11 18:00 | Douglas, Jake v Gabriel Roveri Sidney | 6-1,6-0 |
| ITF USA F28 | 2016/09/10 18:00 | Douglas, Jake v Davidson, Patrick | 6-0,7-6 |
| ITF Netherlands F4 | 2016/07/03 08:00 | Dijkhuizen, Marc v Douglas, Jake | 6-4,0-6,7-5 |