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I wonder how much competitors benefit from simply Not Being The OS Company, and whether that also influences Bing in the search-engine space.

If someone has very personal or embarrassing questions, they might prefer not to go to someone that "knows them" in other ways. (In this case, by bludgeoning Windows users into to making a Microsoft Account to use their computer, and collecting "telemetry.")

The web maybe but given MS (and Google) "give away" their A.I. product with their productivity suite bundles, it's hard to know the actual usage --author admits to not being able to measure that.
what, you mean pushing AI down people throat is not a good idea?