> But libraries like ActiveRecord, Rails and their myriad dependencies are very very hit or miss on Windows and there's not a lot of support when things go badly.
I haven't done Rails for a while, but when I did Rails (including ActiveRecord and all its other components) Just Worked o bWibdows (lots of the peripheral ecosystem of Rails and Ruby more generally was a nightmare, but Rails itself was great), and overall the Ruby (outside of Rails) experience on Windows has gotten better with Ruby installer + DevKit, which hasn't closed all the gaps but does mean that even libraries with C extensions frequently just gem install and work on Windows; I'd be surprised if Rails itself had gotten worse in this area.
I haven't done Rails for a while, but when I did Rails (including ActiveRecord and all its other components) Just Worked o bWibdows (lots of the peripheral ecosystem of Rails and Ruby more generally was a nightmare, but Rails itself was great), and overall the Ruby (outside of Rails) experience on Windows has gotten better with Ruby installer + DevKit, which hasn't closed all the gaps but does mean that even libraries with C extensions frequently just gem install and work on Windows; I'd be surprised if Rails itself had gotten worse in this area.