| ITF Great Britain F1 | 01/31 15:00 | 44 | George Von Massow v Marcus Walters | 6-4,6-4 | |
| ITF Germany F3 Qual | 01/25 08:30 | 44 | George Von Massow v Jelle Sels | 4-6,3-6 | |
| ITF Indonesia F5 | 12/17 11:30 | 26 | David Pichler v George Von Massow | 7-6,2-6,6-3 | |
| ITF Indonesia F5 | 12/15 10:20 | 25 | George Von Massow v Cem Ilkel | 6-7,6-3,6-2 | |
| ITF Turkey F49 | 12/09 10:15 | 25 | Sebastian Ofner v George Von Massow | 6-2,6-1 | |
| ITF Turkey F47 | 12/04 08:00 | 27 | George Von Massow v Riccardo Bellotti | 6-7,3-6 | |
| ITF Turkey F47 | 12/03 08:00 | 26 | George Von Massow v Davide Galoppini | 6-1,4-6,6-1 | |
| ITF Turkey F47 | 12/01 11:00 | 25 | Nicola Ghedin v George Von Massow | 3-6,7-6,1-6 | |
| ITF Turkey F47 | 11/30 09:45 | 29 | Francesco Picco v George Von Massow | 4-6,3-6 | |
| ITF Turkey F47 | 11/29 07:30 | 28 | Nico Matic v George Von Massow | 3-6,1-6 | |
| ITF Turkey F47 | 11/27 13:15 | 27 | George Von Massow v Tomislav Brkic | 6-3,6-2 | |
| ITF Turkey F47 | 11/23 10:45 | 25 | Joao Domingues v George Von Massow | 6-7,4-6 | |
| ITF Turkey F46 | 11/19 08:00 | 26 | George Von Massow v Mate Delic | 6-4,6-7,6-7 | |
| ITF Turkey F46 | 11/17 07:30 | 25 | George Von Massow v Goran Markovic | 6-3,7-6 | |
| ITF Italy F32 | 10/24 09:55 | 29 | Lorenzo Sonego v George Von Massow | 6-4,6-1 | |
| ITF Italy F32 | 10/23 14:30 | 28 | Omar Giacalone v George Von Massow | 6-7,2-6 | |
| ITF Italy F32 | 10/23 09:55 | 27 | Pietro Licciardi v George Von Massow | 6-3,5-7,1-6 | |
| ITF Italy F32 | 10/22 14:00 | 26 | Ljubomir Celebic v George Von Massow | 4-6,6-7 | |
| ITF Italy F32 | 10/20 12:05 | 25 | George Von Massow v Alessandro Giannessi | 6-7,6-2,6-3 | |
| ITF Italy F31 | 10/12 10:00 | 25 | Riccardo Sinicropi v George Von Massow | 4-6,7-6,6-4 | |
| ITF Belgium F14 | 09/10 11:30 | 26 | Joran Vliegen v George Von Massow | 6-2,6-4 | |
| ITF Belgium F14 | 09/08 09:10 | 25 | George Von Massow v Thomas Giraudeau | 6-7,7-6,6-1 | |
| ITF Germany F11 | 08/13 11:00 | 26 | George Von Massow v Oscar Otte | Retired | |
| ITF Germany F11 | 08/12 11:00 | 25 | George Von Massow v Jakob Sude | 6-3,7-5 | |
| ITF Germany F11 | 08/09 08:00 | 62 | George Von Massow v Andrea Borroni | 6-4,6-7,6-1 | |
| ITF Germany F9 | 07/31 14:00 | 28 | George Von Massow v Tom Schonenberg | 1-6,3-6 | |
| ITF Germany F9 | 07/30 16:00 | 27 | Jules Okala v George Von Massow | 3-6,1-6 | |
| ITF Germany F9 | 07/29 16:25 | 26 | George Von Massow v Jan Choinski | 6-3,7-5 | |
| ITF Germany F9 | 07/28 12:00 | 25 | Sergiy Sergiienko v George Von Massow | 6-3,2-6,2-6 | |
| ITF Germany F9 | 07/27 11:00 | - | George Von Massow v Roy Sarut De Valk | 6-4,6-2 |