Thank you for the positive feedback!
Yes, we currently don’t support live upgrade scenario. You need to take the system down, pull the new versions of images, and restart it. Alternatively, you could do something like blue/green deployment, but so far no one has tried it out in practice.
Cloak persists no data, so you can safely restart it.
Air uses its own PostgreSQL database, and it is the responsibility of the client to manage it. Looks like I skipped that part when talking about the setup 
