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When I open Outlook (not web, but the win app), click new mail, attach file and click a Word document, I get this error:
Sorry, something went wrong and Word was unable to start. (24)
I've tried starting the computer in clean mode (msconfig.exe and disable all non-microsoft), reboot and use FixIt to remove Office 365 and the install it again .... still the same problem.
As I said in another thread you posted, we have limited support on Office. But I found a similar case as yours, here is a thread for your reference.
Meanwhile, I suggest you ask your two questions in Microsoft Office Community Forums for more efficient help at the same time.