I've been doing computers since... the ZX81. I've been through all the generations of Web stuff. I've worked at hot-name web startups. I've worked at giant massive juggernaut 600 pound gorilla megacorps. And across all that time and space, I have never ever ever never never never at all anywhere ever never never seen anything in the server side of web 'development' that wasn't just a complete unmitigated bare-assed transparently obvious in-your-face broken piece of utter fetid stinking dog turd junk when it comes to usability, to user experience.
None of the tools I've ever used (nginx, lighttpd, apache, tomcat, et. al.) have ever had anything approaching an actually usable, debuggable, sane, well documented, powerful, ecosystem. They just have crappy weird home-grown stupid awful configuration syntaxes (is that a word? oh well) and feed-forward-only development cycles.
But then the extra kicker is that all of that junk is sitting on top of all the horribleness that is everything else about the Web. Combine that horrible server-side UX with all the problems of web caches, browsers caching things, dns issues, etc. and I think it is pretty clear why all extraterrestrials have stayed right the hell away from this planet of complete buffoons.
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