Your high volition users should be steamrollers paving the way for others.

The first users have to crawl through broken glass to get where they want to go.

But if they are steamrollers, crushing the glass into a road of pebbles for others, they make it easier for other users to follow.

The more that people use it, the more nicely paved roads there are in every direction, which enables lower volition users to use it, too.

As long as someone with higher pain tolerance than a given user did roughly the same thing as them in the past, the tool will naturally be easier for that new user to use.

The system is accumulating the tacit knowledge of its power users.