trouble installing rubygem - ruby

Question

➜ ~ cloudapp Desktop/test.txt
You need to install cloudapp_api: gem install cloudapp_api
➜ ~ sudo gem install cloudapp_api
Password:
Successfully installed cloudapp_api-0.3.1
1 gem installed
Installing ri documentation for cloudapp_api-0.3.1...
Installing RDoc documentation for cloudapp_api-0.3.1...
➜ ~ cloudapp ~/Desktop/test.txt
You need to install cloudapp_api: gem install cloudapp_api
➜ ~ gem env
RubyGems Environment:
- RUBYGEMS VERSION: 1.8.5
- RUBY VERSION: 1.8.7 (2009-06-12 patchlevel 174) [universal-darwin10.0]
- INSTALLATION DIRECTORY: /Library/Ruby/Gems/1.8
- RUBY EXECUTABLE: /System/Library/Frameworks/Ruby.framework/Versions/1.8/usr/bin/ruby
- EXECUTABLE DIRECTORY: /usr/bin
- RUBYGEMS PLATFORMS:
- ruby
- universal-darwin-10
- GEM PATHS:
- /Library/Ruby/Gems/1.8
- /Users/bkern/.gem/ruby/1.8
- GEM CONFIGURATION:
- :update_sources => true
- :verbose => true
- :benchmark => false
- :backtrace => false
- :bulk_threshold => 1000
- REMOTE SOURCES:
- http://rubygems.org/
➜ ~
➜ ~ which ruby
/usr/bin/ruby
~ ls -ls /usr/bin/ruby
8 lrwxr-xr-x 1 root wheel 76 Mar 23 10:16 /usr/bin/ruby -> ../../System/Library/Frameworks/Ruby.framework/Versions/Current/usr/bin/ruby
➜ ~ ruby -v
ruby 1.8.7 (2009-06-12 patchlevel 174) [universal-darwin10.0]
I am not sure how to resolve this. Any help would be appreciated. I am running snow leopard.
Gem.all_load_paths.grep /cloudapp/
NOTE: Gem.all_load_paths is deprecated with no replacement. It will be removed on or after 2011-10-01.
Gem.all_load_paths called from (irb):7.
NOTE: Gem.all_partials is deprecated with no replacement. It will be removed on or after 2011-10-01.
Gem.all_partials called from /Library/Ruby/Site/1.8/rubygems.rb:260.
NoMethodError: undefined method specifications' for "/Library/Ruby/Gems/1.8":String
from /Library/Ruby/Site/1.8/rubygems.rb:425:ineach_load_path'
from /Library/Ruby/Site/1.8/rubygems.rb:423:in each'
from /Library/Ruby/Site/1.8/rubygems.rb:423:ineach_load_path'
from /Library/Ruby/Site/1.8/rubygems.rb:260:in _deprecated_all_load_paths'
from /Library/Ruby/Site/1.8/rubygems.rb:259:ineach'
from /Library/Ruby/Site/1.8/rubygems.rb:259:in _deprecated_all_load_paths'
from /Library/Ruby/Site/1.8/rubygems/deprecate.rb:62:insend'
from /Library/Ruby/Site/1.8/rubygems/deprecate.rb:62:in `all_load_paths'
from (irb):7

Answer 1

The cloudapp binary is very simple..it begins like this:
require 'rubygems'
begin
require 'cloudapp_api'
rescue LoadError
puts "You need to install cloudapp_api: gem install cloudapp_api"
exit!(1)
end
Here's what I would do:
"Make sure you have it plugged in fix": reinstall cloudapp (not the api, just the app).
In a clean irb (start with irb -f). Can you require cloudapp_api there (remember to require rubygems first)?
Check the bang-line (the first line) of the cloudapp binary (use which cloudapp to locate it). Is it running under the correct ruby binary?
These are the first steps of troubleshooting..let's see what you get..