Round: 60 Ground: Hardcourt outdoor
| ITF EE. UU. F28 | 2016/09/11 18:00 | Jake Douglas v Gabriel Roveri Sidney | 6-1,6-0 |
| ITF EE. UU. F28 | 2016/09/10 18:00 | Jake Douglas v Patrick Davidson | 6-0,7-6 |
| ITF Holanda F4 | 2016/07/03 08:00 | Marc Dijkhuizen v Jake Douglas | 6-4,0-6,7-5 |
| ITF Holanda F4 | 2016/07/02 10:30 | Maikel Borg v Jake Douglas | 6-4,5-7,1-6 |
| ITF Países Bajos F3 | 2016/06/29 12:40 | Aleksandre Metreveli v Jake Douglas | 6-3,3-6,7-6 |
| ITF Países Bajos F3 | 2016/06/28 10:50 | Jake Douglas v David Pel | 6-3,6-7,6-3 |
| ITF Países Bajos F3 | 2016/06/25 10:00 | Leonard Von Hindte v Jake Douglas | 2-6,1-6 |
| ITF Países Bajos F2 - Clasificación | 2016/06/19 09:00 | Peter Torebko v Jake Douglas | 6-0,6-2 |
| ITF EE. UU. F28 | 2016/09/11 18:00 | Stefan Menichella v Gary Kushnirovich | 3-6,3-6 |
| ITF Canadá F7 | 2016/09/07 16:00 | Frank Dancevic v Gary Kushnirovich | 6-3,6-0 |
| ITF Canadá F7 | 2016/09/06 17:10 | Gary Kushnirovich v Chandril Sood | 6-3,6-2 |
| ITF Canada F7 Qual | 2016/09/05 17:45 | Michael Lippens v Gary Kushnirovich | 3-6,6-7 |
| ITF Canada F7 Qual | 2016/09/04 14:00 | Joseph W. Van Meter v Gary Kushnirovich | 4-6,6-7 |
| ITF Israel F10 | 2016/06/05 11:00 | Gary Kushnirovich v Igor Smilansky | 1-6,4-6 |
| ITF Israel F10 | 2016/06/04 07:00 | Gary Kushnirovich v Guy Dagan | 6-2,6-1 |
| ITF Israel F9 | 2016/05/31 10:40 | Nikolay Kolobaev v Gary Kushnirovich | 6-7,6-2,6-2 |