After installing Connections 5.5 and migrating the content, the wikis would no longer be editable. The richtext editor would not load.
The newly created lab environment without any customizations/data worked.
After digging around the system, I found that we had the some additional ckeditor widgets activated in the wikis.
Removing the file from /ConnectionsData/shared/customization/javascript/lconn/wikis/ckeditor.js and restarting common and wikis app resolved the issue.