Earlier quoted context omitted.
I would humbly suggest that static site generators are not nearly as popular as you might think if you only view the CMS market through the eyes of the HN crowd. SSGs are hugely popular among nerds and practically unknown among everybody else. The result is a kind of distortion where, to nerds, it looks like SSGs are about to take over the world -- "all my friends use them!" But step outside that tight network of peo…
I agree - I find the idea of static site generators (SSGs) very appealing, but they are not user-friendly to setup - unless you happen to be technically-minded. Some tell-tale signs that SSGs are made by programmers for other programmers: command line-installation and configuration, a liking for markdown (and a dislike for WYSIWYG). Just to be clear, I'm not knocking any of this. The fact that people have put their o…
I don't think the SSG, as they largely exist today, will ever gain widespread usage by mainstream users.
But one thing that could drive greater adoption would be to develop an aesthetically pleasing web front-end that lets users write content using familiar WYSIWYG tools, but save the content to local files instead of a database. From there, the process would be largely the same as it is now: transform this directory of lightly marked up plain text files into raw HTML.
So, to answer your question: Make it more like Wordpress.