> its passive aggressive queries about saving documents and writing letters got old quickly for frequent users.

I'll refrain from noting the same thing about virtually all "helper" things on either major platform.

I haven't been able to Google (or bing) it up, but some national level pundit had a gig at MSFT and wrote about the atomic secrets level NDA he had to sign specifically about Clippy and who was involved, separate and in addition to regular NDAs. Comical.