Ugh. My only true concern is my two copies of Office I have (2016 and 2011.)
With Office 2011, when I had it on an old hard drive, I performed a fresh install to a new hard drive in the same computer, and activated it using the same product key without issue. I intended to activate by phone (to deactivate the former install) - but when I tried just activating with the product key, in my case I did not have an issue. I'm not sure if that is how it normally works or not, but for me it did.
I copied these files, as after reading I was under the impression I would need to restore them to the new hard drive from the old, and keep the computer naming scheme the same as in the old hard drive, but turns out I did not need them:
/Library/Application\ Support/Microsoft/
/Applications/Microsoft\ Office\ 2011/
/Library/LaunchDaemons/com.microsoft.office.licensing.helper.plist
/Library/PrivilegedHelperTools/com.microsoft.office.licensing.helper
/Library/Preferences/com.microsoft.office.licensing.plist
Not sure if that helps or not.