Telemetry is a lot harder of a sell if you're talking about "improving the user experience". Whereas Clippy was a case of "we assume this will help UX for new users -> it seems pretty harmless -> include it in our product", something like telemetry can only be simplified to "having mountains of telemetry data will help us because 0.0001% of it may be useful in resolving an issue -> this 0.0001% is so useful that every user should by default uplink their actions to Microsoft, regardless of any privacy concerns (which we know of ahead of time) -> enable it for everyone, they need to sacrifice a bit for the greater good". The intentions behind the two are similar only if you look at them in broadest possible terms.