So apparently MRI brings along its own statically linked OpenSSL:
$ openssl version
OpenSSL 0.9.8y 5 Feb 2013
$ ruby -v
ruby 2.1.1p76 (2014-02-24 revision 45161) [x86_64-darwin12.0]
$ ruby -r openssl -e 'puts OpenSSL::OPENSSL_VERSION'
So apparently MRI brings along its own statically linked OpenSSL:
$ openssl version
OpenSSL 0.9.8y 5 Feb 2013
$ ruby -v
ruby 2.1.1p76 (2014-02-24 revision 45161) [x86_64-darwin12.0]
$ ruby -r openssl -e 'puts OpenSSL::OPENSSL_VERSION'