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There is no doubt that SSGs will "grow up" and appear to gain features like Wordpress. The difference will be that SSGs are born out of loosely coupled tools in a toolchain ecosystem. Over time, I believe the successful SSGs will have a decidedly Unix flavor to them. Take http://www.metalsmith.io/ as an example.

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SSGs are fundamentally flawed. The web is moving fast away from being a static page-centric medium to a dynamic content-centric one.

I think the future of "SSGs" is that they're going to end up as programs running on the server that watch data from various feeds - databases, RSS feeds, APIs - and generate output from those. Basically, a streaming processor framework. The output would likely be in a "semi-baked" format so that they can contain processing instructions that are executed at request time, or otherwise lazily.

These won't be static site generators any more, and will lose out on the "you can throw it up on Github Pages" benefit, but they'll be far more powerful, and it'll be easier to develop dynamic, data-driven websites.

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