In one of my current project, whenever I ran a rake task that did a net/http request it was causing segmentation faults.
$ /Users/cirish/.rvm/rubies/ruby-1.9.2-p290/lib/ruby/1.9.1/net/http.rb:678: [BUG] Segmentation fault
ruby 1.9.2 (2011-06-30 patchlevel 290) [i686-darwin10.8.0]
And it seems whenever I get a segmentation fault the first place I need to look is at OpenSSL. I’ve had similar problems with seg faults and openssl in the past, namely this OpenSSL Bus Error that I was getting on Ruby 1.8.7.
If you read that post you’ll see this happened because I use MacPorts and have OpenSSL installed through it, in addition to a local OS X version. To get Ruby to be happy, you have to point your Ruby install to the correct version at installation time. So remove the bad install
Which I forgot to do with my Ruby 1.9.2 install after upgrading OS X versions. That last bit about iconv isn’t directly related, but I have inconv package installed to RVM, you can read about that here RVM Iconv.
Also, this Phusion blog post REE 1-8-7-2011-03-released mentions problems with OpenSSL and MacPorts. Moral of the story… use HomeBrew? Dunno, but I’ll probably start using it when I upgrade my laptop.