Round: 54 Ground: Clay
| ITF Finland F3 Qual | 2016/08/12 22:00 | David Volfson v Peter Sillanpaa | 6-1,6-1 |
| ITF Latvia F1 | 2016/08/03 07:00 | Claudio Fortuna v David Volfson | 6-3,6-3 |
| ITF Latvia F1 | 2016/08/02 07:00 | Harrison Lombe v David Volfson | 0-6,0-6 |
| ITF Georgia F1 | 2016/07/28 10:40 | Baptiste Crepatte v David Volfson | 6-3,6-2 |
| ITF Lithuania F1 | 2016/07/19 10:15 | David Volfson v Pirmin Haenle | 6-7,2-6 |
| Challenger Winnipeg Qual | 2016/07/09 21:00 | David Volfson v Luke Bambridge | 3-6,3-6 |
| ITF Canada F5 | 2016/07/05 19:10 | David Volfson v Tim Kopinski | 6-1,4-6,3-6 |
| ITF USA F19 Qual | 2016/06/12 15:00 | David Volfson v Christian Lakoseljac | 3-6,4-6 |
| ITF Finland F2 Qual | 2016/08/07 11:30 | Tomas Gerini v Jonathan Stenberg | 6-4,1-6,6-4 |
| ITF Finland F2 Qual | 2016/08/06 12:30 | Leevi Saatela v Jonathan Stenberg | 4-6,6-4,6-7 |
| ITF Finland F1 | 2016/08/01 09:00 | Jonathan Stenberg v Sebastian Hawken | 3-6,6-3,2-6 |
| ITF Norway F2 | 2015/10/28 11:55 | Jonathan Stenberg v Jan Choinski | 1-6,2-6 |
| ITF Norway F2 | 2015/10/27 09:00 | Jonathan Stenberg v Alejandro Tabilo | 7-6,6-4 |
| ITF Sweden F4 | 2015/09/21 14:00 | Jonathan Stenberg v Adrian Sikora | 6-4,6-7,2-6 |
| ITF Finland F3 | 2015/08/17 09:35 | Jonathan Stenberg v Panu Virtanen | 6-3,7-5 |
| ITF Finland F3 Qual | 2015/08/16 10:00 | Verneri Tuomi v Jonathan Stenberg | 3-6,3-6 |