gem install fails with openssl failure

Question

I tried to install cocoapods (http://cocoapods.org/) on my OSX Mountain Lion.

 moshe-mbp:~ moshem$ gem install cocoapods
 ERROR:  Could not find a valid gem          


        

Answer 1

You can first install a newer openssl, as Mike Slutsky described. To check your openssl version:

$ openssl version

Get a more recent one here: http://www.openssl.org/source/ Then configure and install it:

$ cd openssl-1.0.1f_src/
$ ./Configure --prefix=/Users/me/bin/openssl-1.0.1f_bin darwin64-x86_64-cc
$ make install

Now configure ruby with this openssl:

$ cd ruby-2.1.0_src/
$ ./configure --with-openssl-dir=/Users/me/bin/openssl-1.0.1f_bin --prefix=/Users/me/bin/ruby-2.1.0_bin

Note: the new openssl does not need to be on you $PATH. This worked for me with ruby 2.0 and 2.1. Good luck (-: