When trying to print in anyway in Outlook you are presented with a popup with the error "Cannot print unless an item is selected. Select an item, and try to print again."
This can be easily fixed!

When trying to login any Microsoft 365 service in Windows are even through Settings > Accounts you get presented with this error.
As far as I've been able to tell, it seems to stem from past credentials still stored in on the machine.

I've recently had to deploy a new MDT server on a Windows 2019 machine, should be straight forward having done this 2-3 years ago.
But apparently Microsoft made changes causing it to not working anymore on a fresh install.

First when you start the Deployment Workbench > Rightclick Properties on the Deployment Share > WinPE Tab, it will crash
Second, you can't generate any LiteTouch images at all, it will say the WIM file is missing and when you check the boot folder in the deployment share nothing is in there.

When you try to sign in any MS 365 app like OneDrive, Outlook, Word, etc. the signin works but it never actually signs you in.
You notice that the app is still not showing files or remains unlicensed.