Using New Outlook on Windows for personal email, calendar, and contact management
After following another set of instructions I found on the web, such clearing cache.
Close Outlook and delete or rename the local cache folders by pressing Win + R and navigating to %localappdata%\Microsoft\Olk and %localappdata%\Microsoft\OneAuth. Delete folders in these locations.
I did another Outlook uninstall and then dowload Outlook and re-installing it all has been fixed.