I wasn't able to bundle install on a new rails app (https://github.com/RailsApps/rails-stripe-membership-saas) because of a cert update on rubygems.org
Unable to download data from https://rubygems.org/ - SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed (https://api.rubygems.org/specs.4.8.gz)
The fix for me was the following - http://guides.rubygems.org/ssl-certificate-update/#installing-using-update-packages
But, I had to make sure to install that update from within the directory of the new app to make sure it applied to the gemset there because it wasn't picking up the update that I'd made to my system rubygems. Once I did that I was good to go.