Technologies like Docker have made distribution a lot easier. I haven't used tools like chruby or rbenv since 2014 when I started using Docker because Docker manages your app's runtime environment. You pull down your built image on your server and run it. There's no complication, sprawling of version managers or surprises.

Personally I think having a fast dev feedback loop is critically important. It's something you experience hundreds of times a day as you're developing your project.