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In the long run, Textpattern CMS has recently documented support for Hiawatha [docs.textpattern.com] webserver, congrats!

While writing this tip, I wanted to ask you — should not CMSes parse their URL transforming rules themselves? Why Banshee delegates its URL Toolkit to Hiawatha.conf? Is HTTP server capable to know and to take responsibility for every CMS [www.hiawatha-webserver.org]? Would not be less compatibility issues, leaving URL recognizing and transforming process to CMS?

That's good to hear! URL rewriting cannot be done by the CMS. A CMS can only process the requests it receives. Most 'clean URLs' are requests for non-existing files, hence the required URL rewriting. A webserver does the rewriting, the CMS does the routing.