we have a user that has a dell latitude e7240 laptop with windows 8.1. He has O365 2016 apps. whenever he docks or undocks his laptop outlook become stuck working offline. when you go to wo send/receive the work offline button is greyed out and in clickable. To get outlook to connect to our exchange server requires him to re-launch outlook.
I have tried reinstalling office, creating a new profile, deleting his .ost file, messing with the cached mail settings. I have looked at a lot of posts about similar issues but they all say pretty much what I have tried.
Am I missing something? Does anyone have any other ideas of things to try?