Middleman is a static site generator using all the shortcuts and tools in modern web development.
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Pro Embraces Rails conventions
Middleman follows established conventions so if you know rails, you can easily pick up middleman.
Pro Support for a variety of templating languages and preprocessors
Pro Extensible and flexible
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.