I have never seen this before, simular but not this. Upon further review he was correct and I have activated many draftsight's seeing as we have over 200 users. User reported that everytime draftsight is opened it will ask him for activation. Let me provide the original issue before I tell you the troubleshooting steps I have already taken.
I have researched and researched over and over. Okay so I am having a bit of a problem with draftsight and I am getting nowhere with the draftsight 'professionals'.