Hi there,
in my opinion, Mineserver currently has quite a lot of developers, but no project leader. This results in "every feature is worked on by *someone*, but no-one really knows who, when, how...; every feature is in its own git repository and altogether the place is a mess"
As far as I know, there's no suggested path, other than looking at the wiki which has a <sarcasm> really great page on roadmap </sarcasm>.
The question is, are you good enough to even make Mineserver compile? ;)
Alright, don't read this post, I'm in a terrible mood today and I'm really bitter :P