When comparing Middleman vs Webhook, the Slant community recommends Middleman for most people. In the question“What are the best static site generators?” Middleman is ranked 4th while Webhook is ranked 22nd. The most important reason people chose Middleman is:
[Minification and compression](http://middlemanapp.com/advanced/file-size-optimization/index.html) are as easy as setting a few configuration options, and [unique asset hashes](http://middlemanapp.com/advanced/improving-cacheability/) are available to allow you to invalidate the cache of files that change regularly.
Ranked in these QuestionsQuestion Ranking
Pro Support for a variety of templating languages and preprocessors
Middleman supports lots of compiled languages, such as Less, Markdown, Textile, CoffeeScript, Stylus and more.
Pro Extensible and flexible
Middleman has a resources page full of official and community extensions.
Pro External pipeline management with Webpack
Replace your Gulp, Grunt, Bower configs
Pro Embraces Rails conventions
Middleman follows established conventions so if you know rails, you can easily pick up middleman.
Pro Easy deployment options
Pro MIT Open Source
A very flexible license to do whatever you want. Code available on GitHub.
Pro Friendly CMS that clients can use
Webhook has a CMS admin page that can be access on the live site. This lets your clients login and edit the site like a traditional CMS system.
Pro Works with Firebase
Rather than store the data in flat files, Webhook stores your data in Firebase, where it can be accessed similar to JSON from other applications.
Pro Flexible Content Creation
Lets you describe your own content types and their own fields easily from the admin interface.
Con Too much magic happens
For new users it is hard to understand what is going on and why.
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.
Con Requires registration
Even simple command line tools require registration.