From OIT:
These connection problems are very common on Macs, but unfortunately we haven’t found a single solution that fixes them all. Here is a list of the most common fixes:
- Reconfigure wifi/network settings:
- Delete the Outlook cache:
- Delete the KeyChain entry:
- Do a full uninstall/reinstall (including library files):
- Remove Outlook profile and then add it again
- Update Outlook to the latest version
Also seen problems solved on early versions of Mac OS High Sierra by upgrading to High Sierra v10.13.3