If you install Ruby 1.9.2 or 1.9.3 on OS X, you may run in to the dreaded OpenSSL segfault:
~/ruby-1.9.3-p194/lib/ruby/1.9.1/net/http.rb:799: [BUG] Segmentation fault
ruby 1.9.3p194 (2012-04-20 revision 35410) [x86_64-darwin11.4.0]
The version of OpenSSL that ships with OS X 10.6 and 10.7 is older and causes this issue.
There are a number of options solve this. Here a few:
MacPorts
$ port selfupdate
$ port install openssl
$ port install libyaml
# RVM
$ rvm install 1.9.3 --with-openssl-dir=/opt/local --with-opt-dir=/opt/local
# rbenv
$ CONFIGURE_OPTS='--with-openssl-dir=/opt/local --with-opt-dir=/opt/local' rbenv install 1.9.3-p194
Homebrew
$ brew update
$ brew install openssl
# RVM
$ rvm install 1.9.3 --with-openssl-dir=`brew --prefix openssl`
# rbenv
$ CONFIGURE_OPTS="--with-openssl-dir=`brew --prefix openssl`" rbenv install 1.9.3-p194
RVM
$ rvm pkg install openssl
$ rvm reinstall 1.9.3 --with-openssl-dir=$rvm_path/usr