$ sudo gem install bundler ERROR: Could not find a valid gem 'bundler' (>= 0), here is why: Unable to download data from https://rubygems.org/ - SSL_connect returned=1 errno=0 state=error: certificate verify failed (https://api.rubygems.org/specs.4.8.gz) $ gem which rubygems /usr/lib/ruby/2.2.0/rubygems.rb $ cd $(dirname $(gem which rubygems))/rubygems/ssl_certs $ sudo curl --capath /usr/share/ca-certificates/mozilla/ -O https://raw.githubusercontent.com/bagder/ca-bundle/master/ca-bundle.crt $ sudo mv ca-bundle.crt ca-bundle.pem # file needs to have a '.pem' extension $ cd - # go back to where we ran `sudo gem install bundler` $ sudo gem install bundler Successfully installed bundler-1.11.2 Parsing documentation for bundler-1.11.2 Done installing documentation for bundler after 3 seconds 1 gem installed $ The curl --capath /usr/share/ca-certificates/mozilla/ is because curl couldn’t find any SSL certificates on my machine. We’re trusting a lot of authorities here, but it’s better than using HTTP.