Utilizando: Mountain Lion 10.8.2, RVM 1.18.15

Teniendo problemas con, aparentemente , openssl al intentar instalar Ruby 2.0.0 a través de RVM:

$ rvm install 2.0.0
...
Extracting openssl to /Users/meltemi/.rvm/src/openssl-1.0.1c
Configuring openssl in /Users/meltemi/.rvm/src/openssl-1.0.1c.
Error running './Configure darwin64-x86_64-cc -I/Users/meltemi/.rvm/usr/include -L/Users/meltemi/.rvm/usr/lib zlib no-asm no-krb5 --prefix=/Users/meltemi/.rvm/usr no-shared ', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/openssl/configure.log
Compiling openssl in /Users/meltemi/.rvm/src/openssl-1.0.1c.
Error running 'make', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/openssl/make.log

asique brew install openssl para actualizar openssl para 1.0.1e con la esperanza de que eso ayude, pero aún había más errores (ver "salida larga").

Por lo tanto, cavaron alrededor de Stack Exchange y siguieron libremente la sugerencia de esta publicación cual recomendó rvm get head (a diferencia de mi típica rvm get stable ) y notado:

$ rvm get head
  % Total    % Received % Xferd  Average Speed   Time    Time     Time  Current
...
100 1620k  100 1620k    0     0   275k      0  0:00:05  0:00:05 --:--:--  479k

Upgrading the RVM installation in /Users/meltemi/.rvm/
    RVM PATH line found in /Users/meltemi/.bashrc /Users/meltemi/.zshrc.
    RVM sourcing line found in /Users/meltemi/.bash_profile /Users/meltemi/.zshrc.
    Installing rvm gem in 1 gemsets ERROR:  Loading command: install (LoadError)
    cannot load such file -- openssl
ERROR:  While executing gem ... (NoMethodError)
    undefined method `invoke_with_build_args' for nil:NilClass

Poco interesante siendo cannot load such file -- openssl.

¿Lo que da?

Salida larga:

después de actualizar openssl a 1.0.1.e a través de homebrew, inténtelo de nuevo, pero por alguna razón, se sigue haciendo referencia a 1.0.1c:

$ rvm reinstall 2.0.0 --with-openssl-dir=/usr/local          
Removing /Users/meltemi/.rvm/src/ruby-2.0.0-p0...
Removing /Users/meltemi/.rvm/rubies/ruby-2.0.0-p0...
Fetching openssl-1.0.1c.tar.gz to /Users/meltemi/.rvm/archives
Extracting openssl to /Users/meltemi/.rvm/src/openssl-1.0.1c
Configuring openssl in /Users/meltemi/.rvm/src/openssl-1.0.1c.
Error running './Configure darwin64-x86_64-cc -I/Users/meltemi/.rvm/usr/include -L/Users/meltemi/.rvm/usr/lib zlib no-asm no-krb5 --prefix=/Users/meltemi/.rvm/usr --with-openssl-dir=/usr/local no-shared ', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/openssl/configure.log
Compiling openssl in /Users/meltemi/.rvm/src/openssl-1.0.1c.
Error running 'make', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/openssl/make.log

Please note that it's required to reinstall all rubies:

    rvm reinstall all --force

Updating openssl certificates
Error running 'update_openssl_certs', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/openssl.certs.log
Installing Ruby from source to: /Users/meltemi/.rvm/rubies/ruby-2.0.0-p0, this may take a while depending on your cpu(s)...
ruby-2.0.0-p0 - #downloading ruby-2.0.0-p0, this may take a while depending on your connection...
ruby-2.0.0-p0 - #extracting ruby-2.0.0-p0 to /Users/meltemi/.rvm/src/ruby-2.0.0-p0
ruby-2.0.0-p0 - #extracted to /Users/meltemi/.rvm/src/ruby-2.0.0-p0
ruby-2.0.0-p0 - #configuring
ruby-2.0.0-p0 - #compiling
ruby-2.0.0-p0 - #installing 
Removing old Rubygems files...
Installing rubygems-2.0.0 for ruby-2.0.0-p0 ...
Error running 'env GEM_PATH=/Users/meltemi/.rvm/gems/ruby-2.0.0-p0:/Users/meltemi/.rvm/gems/ruby-2.0.0-p0@global:/Users/meltemi/.rvm/gems/ruby-2.0.0-p0:/Users/meltemi/.rvm/gems/ruby-2.0.0-p0@global GEM_HOME=/Users/meltemi/.rvm/gems/ruby-2.0.0-p0 /Users/meltemi/.rvm/rubies/ruby-2.0.0-p0/bin/ruby /Users/meltemi/.rvm/src/rubygems-2.0.0/setup.rb', please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/rubygems.install.log
Installation of rubygems did not complete successfully.
Saving wrappers to '/Users/meltemi/.rvm/bin'.
ruby-2.0.0-p0 - #adjusting #shebangs for (gem irb erb ri rdoc testrb rake).
ruby-2.0.0-p0 - #importing default gemsets, this may take time ...
Install of ruby-2.0.0-p0 - #complete 
Making gemset ruby-2.0.0-p0 pristine.
Error running '' under ,
please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/gemset.pristine.log
Making gemset ruby-2.0.0-p0@global pristine.
Error running '' under ,
please read /Users/meltemi/.rvm/log/ruby-2.0.0-p0/gemset.pristine.log

Tenía el mismo problema. Intente lo siguiente:

$ rvm remove 2.0.0 # get rid of unsuccessful installation
$ rvm get head --autolibs=3 # get the latest RVM and build required libs
$ rvm requirements # just in case, install all other required stuff
$ rvm install ruby-2.0.0
$ rvm --default use ruby-2.0.0

Así que esto funcionó para mí:

rvm pkg install openssl
rvm reinstall all --force

también tenía rvm autolibs rvm_pkg para soporte de readline.