I think the issue with this approach is that people may nod along and day they're happy with these compromises, but in reality they don't necessarily understand

I think the issue with this approach is that people may nod along and day they're happy with these compromises, but in reality they don't necessarily understand the trade offs and are then surprised when seemingly simple things don't work as expected. I'm thinking less of programmers here, who will generally understand what these limitations imply, and more of less technical users.