Won't the impending releases of TruffleRuby, Graal and Substrate VM make Crystal irrelevant?
All that Graal stuff, while a true open source project, has some "Oracle weirdness" around it (IIRC, only Linux (and probably only amd64) is supported in the "community edition") and requires JDK 9/10 (not available on FreeBSD yet..)
Not that type-safety is a killer feature, but that's just one difference.
Stripe are trying to solve that issue.