Jekyll has a huge community, is actively maintained (it being the backbone of GitHub’s blog system) with plenty of plugins, and has pretty decent documentation

Jekyll has a huge community, is actively maintained (it being the backbone of GitHub’s blog system) with plenty of plugins, and has pretty decent documentation (that can always be expanded with a pull request). I find those factors tend to trump smaller shortcomings. There’s always going to be some stuff, but being able to ask a question and get an answer is very important. Take that from someone who did his first static blog in Blogofile … Windows support has been non-existent, which is obviously huge to some, but Jekyll 3 aims to remedy that. I haven’t played around with Jekyll 3 on Windows, though, so you only have their word for it. Ruby on Windows is already … interesting.