Actually, that's exactly what i meant in my comment, that users don't care for user features, so the only incentive for IT admins to install updates every 6 months is to stay secure and to get those hidden to the eye improvements (DO, Autopilot, etc.). The problem is that you can't "sell" these updates to users/execs. They need something useful they can get their hands on. As they don't get it, they are just annoyed with often updates that take long to install and don't see point in that. You want me to explain spreadsheet users how great recent DO improvements were? Of course, you can have an argument that it can save internet traffic cost and make less impact on network (in DO case). But on my previous job updates were handled via WSUS and we had unlimited broadband internet, so DO wouldn't do much for us. Anyway, IT admins are now tasked to do big updates twice a year, users don't see value in this. Background improvements are neat, if you have real use for them, but in the end, companies need a stable and secure OS to do work (by secure i mean just monthly security updates). This can be reduced to 1 update per year.