Middleman is a static site generator using all the shortcuts and tools in modern web development.
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Pro Support for a variety of templating languages and preprocessors
Pro Extensible and flexible
Pro Embraces Rails conventions
Middleman follows established conventions so if you know rails, you can easily pick up middleman.
Pro External pipeline management with Webpack
Replace your Gulp, Grunt, Bower configs
Pro Easy deployment options
Con A little more complicated than other static site generators
Middleman is a big piece of software, it's not simply a static blog generator. Because of all the functionality and flexibility it offers it can be a little more complex than other static site generators and a little harder to learn all of its bells and whistles.