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Fresh setup

# check ruby version
ruby --version # must be 2.1.0 or higher

# Install bundler gem to your home directory
gem install --user-install bundler

Add the gem folder in your home directory to the path. Add the following line to $HOME/.bash_profile

PATH="$(ruby -e 'puts Gem.user_dir')/bin:$PATH"

# Pick up the changes to $HOME/.bash_profile
source $HOME/.bash_profile

# Had some issues with the dependency nokogiri (https://www.nokogiri.org/tutorials/installing_nokogiri.html)
brew install libxml2
bundle config build.nokogiri --use-system-libraries --with-xml2-include=$(brew --prefix libxml2)/include/libxml2

# Install Jekyll and other dependencies from GitHub Pages gem. You might get permission error if you just use ``bundle install``.
bundle install --path vendor/bundle

# Server the site locally
bundle exec jekyll serve --incremental

Installing new Gems

If you added a new gem to Gemfile, run bundle install --path vendor/bundle to install it.

Updating existing Gems

Run bundle update to update all the gems to the latest versions. Perform this as often as possible. jekyll docs - upgrading