Update OpenSSL using Homebrew, then uninstall and re-install all of your rbenv-managed rubies

ruby_refresher.rb

class RubyRefresher
  def install
    `brew update && brew upgrade openssl`
    
    rubies.each do |version|
      unless /system/.match(version)
       `rbenv uninstall #{version}`
       `rbenv install #{version}`
      end
    end
  end

  private

  def rubies
    rbenv_versions.split(/\r\n|\n/)
  end

  def rbenv_versions
    `rbenv versions`
  end
end

RubyRefresher.new.install