Restarted twice (from console) and straight after boot ran the commands.
Believe it or not:
osmc@osmc-Grumbole:~$ tail -n 50000 .kodi/temp/kodi.log | paste-log
Unable to upload log. Log file is too large. (11MB)
osmc@osmc-Grumbole:~$ tail -n 50000 .kodi/temp/kodi.old.log | paste-log
Unable to upload log. Log file is too large. (11MB)
This system just does not want to be debugged!