The learning curve is definitely steeper here, which will be a barrier to a lot of the most casual users.

It comes from the same place as the deeply held but mutually exclusive beliefs that the government is both totally stupid and incompetent but also so capable and efficient that they are somehow carrying out massive conspiracies on the entire citizenry.

Super small drill followed by an easy out?

If that doesn't work I think you're safely within "drill it out" territory.