fix_ruby_ssl_certs.md

Here is a simple method to fix Ruby 2.3.x OpenSSL connectivity errors (on Windows) when trying to install gems via rubygems. This method is the cleanest way to solve the problem and does not rely on you disabling any secure/https connectivity options in Ruby. Essentially, you are adding the missing CA certificate into the Ruby ssl_certs directory to complete the chain of trust.

Sample error messages:

*::Error::ConnectionFailed SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed

or:

connect_nonblock': SSL_connect returned=1 errno=0 state=error: certificate verify failed (OpenSSL::SSL::SSLError)

Solution

I created a new file called root-r1.pem inside the folder C:\Ruby23-x64\lib\ruby\2.3.0\rubygems\ssl_certs and then copy/pasted the following GlobalSign Root R1 certificate (click "View Base64"). It worked on Windows 10 x64 without having to mess around with OpenSSL DER/PEM conversions or make my Ruby/RubyGems installation insecure by disabling HTTPS/SSL support.

-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----