I've activated Office Pro 2019, but even though it shows as "Product Activated" when I go to File >> Office Account, it has a 2nd highlighted box in there that says "Activation Required". And every time I open Outlook it brings up a popup box that says it will be deactivated in a few days.

Usually you will need to contact your supplier/reseller or partner, they will have the required documentation, the only thing you can do from O365 admin portal isaccess Billing to determine if you are paying directly or paying a partnership. Go to portal.office.com. Go to Admin.
PoweApps asking users to start a trial even though they are licensed. 10-30-2019 05:17 PM. Users in my organization are getting prompted with, "You need a current plan or trial to use PowerApps" when they run an app even though they already have a license. A screen shot of the license switched is attached. Any help would be greatly appreciated.
Answer. Run the Office application as administrator, only for the first time. To do so, right-click on the Office application executable or its shortcut, and choose "Run as Administrator". If that does not help, check out the following MS article for more fixes: Microsoft MVP (2003 to 2012), Windows Client.
When using the client version of Outlook 365 or Skype for Business, I get a pop-up window that keeps asking me for my credentials. I enter my password but it does not accept it. I can use the Web Outlook, but not the client version. This just started happening yesterday. I did not change my password. Based on your description, "updates were installed" notification keeps popping up in Office 365 on users' end. You can try to disable notification Using Registry Editor: Click on Window Key + R to open Run window; Type regedit to launch the Registry Editor; When the Registry Editor opens browse to the path: RbnP.
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    • microsoft office 365 license agreement keeps popping up