If you compare to ruby, there are a couple of quite nice packages for os automation that allows for scripting setup of services etc. That's a space where os level support is essential.

That said, crystal being new, and wsl 1/2 being a thing... I'm à little surprised for the demand for a windows version.

OTOH being able to create a gui rad ide like Lazarus or Delphi, that is cross-platform, compiles to native executables and uses crystal in place of Pascal would probably be great.