Ensure xcode and dependencies are installed
xcode-select --install
Install and set up Ruby
brew install chruby ruby-install;
ruby-install ruby
chruby ruby-1.9
For auto-switch
source /usr/local/share/chruby/chruby.sh
source /usr/local/share/chruby/auto.sh
Resources https://github.com/postmodern/chruby https://formulae.brew.sh/formula/ruby-install