This is exactly why this doesn't work. There are tons of things that people do that need fixing, but they do them so rarely that the costs of adopting the new way of doing it are significant when compared to the cost of just doing it the old way.
Said another way, very few people are going to take an hour to learn a new process which would otherwise only take two hours a year to do.
edit: This also is a way that a start-up could go super wrong and not know it until they try to scale. Identified pain point, good solution, engaged users with a real problem use it once and then it drops off completely. Talk about frustrating!