"Unable to require openssl" when trying to install ruby gems on OS X

Question

Since I upgraded to OS X 10.10 Yosemite, I get the following error when trying to install a ruby gem:

ERROR:  While executing gem ... (Gem::Exception)
Unable to require openssl, install OpenSSL and rebuild ruby (preferred) or use non-HTTPS sources

But when I do which openssl it shows me the path:

/usr/local/bin/openssl

I have uninstalled and reinstalled rvm and ruby but still get the same error.

How do I install Ruby gems?

Answer 1

OpenSSL issues with Ruby on Yosemite could be a result of your installed version of Ruby trying to locate OpenSSL certificates in /etc/openssl/certs instead of its new location at /usr/local/etc/openssl/certs. Try reinstalling ruby using the --disable-binary switch so that the source is re-built on your local machine instead of using the pre-compiled binary. For example:

rvm uninstall 2.2.0
rvm install 2.2.0 --disable-binary

Answer 2

Looks like the gem installer can't find your openssl.

Try this with your ruby version:

brew install openssl
rvm reinstall 2.3.4 --with-openssl-dir=`brew --prefix openssl`