When you install the new version of ChefDK you may get the following error message when you try to run Test Kitchen
!!!!!! The `winrm` gem is missing and must be installed or cannot be properly activated. Run `gem install winrm --version '["~> 1.6"]'` or add the following to your Gemfile if you are using Bundler: `gem 'winrm ', '["~> 1.6"]'`.
To install Winrm for the correct Ruby version execute
gem install winrm
gem install winrm-fs