There's a pretty significant difference in kind between design constraints and political or economic constraints. The "freedom" to mistype a URL and then get phished, or to misconfigure a backup drive and then lose all of your data, or to save a file inside an arbitrary folder with an arbitrary name on an arbitrary drive and then be unable to find it again, is very different from the freedoms of the Enlightenment.

Computer owners who don't understand their computers do not feel free. They feel a constant sense of discomfort, even dread. They fear making mistakes, they worry that the box will break at any moment, and they're embarrassed that they have to ask techies -- often expensive techies -- for help.