Hmmmm since surveys never seem big enough and WordPress core doesn't seem to collect enough data to know how features are used ( Separate discussion due to collecting lots of data directly is a sensitive issue).

I wonder if adding survey page to something like the update page just after you have done a major WordPress update and it lists the features. They already have tabs on this page for contributors and think something else just can't remember. But having another tab for survey but named better to get an idea on what people thought of the last update and if they used any features. Plus some questions about possible future changes. Maybe a survey like that might get a larger and more proportional sample.

As that seems to be what a lot of this friction comes down to is not having any accurate info due to the size and user base WordPress has.