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What is the worst IT setup you have seen at a company?
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My partner worked for a local council. They reset your password every 90 days which prevented you from logging in via the VPN remotely. To fix it you'd call IT and they'll demand you tell them your current password and new password so they can change it themselves on your behalf.
Even worse, requesting a work iphone meant filling out an IT support ticket. So that IT could set up your phone for you, the ticket demanded your work domain username and password, along with your personal apple account username and password.
I would never ever share my personal Apple account with work related things. I prefer to have my private stuff seperated from work related things.
I once worked for a small company that had such a setup: All devices were Apple, and everything was connected with the company owners private Apple accounts. That means that I was able to see personal calendars and to an extend some email-related things - Things that reveald more about a person than you wanted to know.