So I am no stranger to Group Policies, I have been at it since the beginning (18 years) we have over 450 of them we are a big shop. Most of the time they make sense but in this case they do not.
I have a Group Policy created to enable Outlook 2016 Cached Mode. That's it one setting, simple.
User Configuration \ Policies \ Administrative Templates \ Microsoft Outlook 2016 \ Account Settings \ Exchange \ Cached Exchange Mode
Policy: Use Cached Exchange Mode for new and existing Outlook profiles
Setting: Enabled
I apply it to my test OU with only one or two people in it, and the policy does not take. Then I apply it to another test OU where I have my test workstation and whalla the policy takes, wth?
I tried enforcing the Policy, no dice, but as soon as I apply it to the machine it works, but not when I apply it to the users???
Domain is Server 2012 R2 level and the clients are Windows 10 Enterprise, Exchange 2010 on prem.