I have been trying to install a Rails app called devalot (http://software.pmade.com/devalot) on my Mac (10.4 Tiger). I built Ruby 1.8.5 from source on this box, and have been using it daily for weeks for Rails development and other, non-Rails Ruby playing. In the setup process, it requires a ruby script to run to do some setup: ruby script/setup.rb When I run this script, I get this error: /usr/local/lib/ruby/site_ruby/1.8/digest.rb:16:in `const_missing': Digest class not found: Digest::SHA384 (NameError) Now, when I look in /usr/local/lib/ruby/site_ruby/1.8/digest.rb, I find these lines: require 'digest.so' module Digest autoload "SHA256", "digest/sha2.so" autoload "SHA384", "digest/sha2.so" autoload "SHA512", "digest/sha2.so" ... Now, I don't have any .so files lying around. I believe the right things are .bundle files on MacOSX. I have, in /usr/local/lib/ruby/site_ruby/1.8/i686-darwin8.8.2, a digest.bundle and a digest/sha2.bundle. I have the same thing in /usr/local/lib/ruby/1.8/i686-darwin8.8.2. I don't know why they're in both places. They're not symlinks, and cmp(1) says they're identical files. Anyway... Anyway, can someone tell me what I appear to have done wrong, or what Ruby did wrong, when I built it to get into this situation? By way of comparison, the hpricot gem does require 'hpricot_scan' and then there is in its lib dir both 'hpricot_scan.so' and 'hpricot_scan.bundle'. Any ideas of where to start?