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rubysslrubygemsruby-on-rails-5

Can't complete upgrade to Rails 5 because of SSL certificate

I've been at this upgrade for multiple hours now and am finally truly stuck. It all started when I received the typical Bundler::Fetcher::CertificateFailureError. After much tinkering I think I have everything upgraded to the most current version

$ gem -v
2.6.9

$ ruby -v
ruby 2.3.3p222 (2016-11-21 revision 56859) [i386-mingw32]

$ bundle -v
Bundler version 1.14.2

At some point I changed my gem source with 

$ gem sources --remove http://rubygems.org
$ gem sources --add http://rubygems.org

I've also changed my Gemfile to http

When I run `bundle install' I get the following error (note, I had to manually break the bit.ly url to post the content of the error)

Fetching source index from https://rails-assets.org/

Retrying fetcher due to error (2/4): Bundler::Fetcher::CertificateFailureError Could not verify the SSL certificate for https://rails-assets.org/.
There is a chance you are experiencing a man-in-the-middle attack, but most likely your system doesn't have the CA certificates needed for verification. For information about OpenSSL certificates, see http://bit. ly/ruby-ssl. To connect without using SSL, edit your Gemfile sources and change 'https' to 'http'.
Retrying fetcher due to error (3/4): Bundler::Fetcher::CertificateFailureError Could not verify the SSL certificate for https://rails-assets.org/.
There is a chance you are experiencing a man-in-the-middle attack, but most likely your system doesn't have the CA certificates needed for verification. For information about OpenSSL certificates, see http://bit. ly/ruby-ssl. To connect without using SSL, edit your Gemfile sources and change 'https' to 'http'.
Retrying fetcher due to error (4/4): Bundler::Fetcher::CertificateFailureError Could not verify the SSL certificate for https://rails-assets.org/.
There is a chance you are experiencing a man-in-the-middle attack, but most likely your system doesn't have the CA certificates needed for verification. For information about OpenSSL certificates, see http://bit. ly/ruby-ssl. To connect without using SSL, edit your Gemfile sources and change 'https' to 'http'.
Could not verify the SSL certificate for https://rails-assets.org/.
There is a chance you are experiencing a man-in-the-middle attack, but most
likely your system doesn't have the CA certificates needed for verification. For
information about OpenSSL certificates, see http://bit. ly/ruby-ssl. To connect
without using SSL, edit your Gemfile sources and change 'https' to 'http'.
enter code here

So I'm right back where I started from. On a side note, I'm now getting another error when I try to https: to my gem sources but that might be better as a different question after I get this one taken care of.

Solution

  • If that and the guides in the bitly didn't fix it, you might have to reinstall. I've encountered this before and nothing seemed to work even after ensuring that my certificates were up to date; luckily, a reinstall seemed to fix it.