I had a lot of trouble with some rubygem warnings after upgrading to Ruby 1.9.1 and Rails 3.0 on Mac OS x Snow Leopard. They always occurred when I started the server within the project with the command

rails server

At first, when running on bundler 0.9.3, I had two types of errors. The first NoMethodError populated the terminal with hundreds lines of code, like …

WARNING:  # NoMethodError: undefined method ` ' for nil:NilClass 
# -*- encoding: utf-8 -*-
...
WARNING:  Invalid .gemspec format in \
'.rvm/gems/ruby-1.9.1-p378/specifications/spec.gemspec'

The bundler-team around Carlhuda fixed that issue within bundler 0.9.4. So that problem will not occur any more.
The other problem was quite persistent. When starting the server via

rails server

or doing a test via

rake

within the rails-3-project resulted in a bunch of warnings:

/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:14: \
warning: already initialized constant VERSION
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:14: \
warning: already initialized constant RubyGemsVersion
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:194: \
warning: already initialized constant MUTEX
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:196: \
warning: already initialized constant RubyGemsPackageVersion
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:202: \
warning: already initialized constant WIN_PATTERNS
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:1079:\
 warning: already initialized constant MARSHAL_SPEC_DIR
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems.rb:1084: \
warning: already initialized constant YAML_SPEC_DIR
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/version.rb:72: \
warning: already initialized constant VERSION_PATTERN
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/requirement.rb:20: \
warning: already initialized constant OPS
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/requirement.rb:30: \
warning: already initialized constant OP_RE
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/version.rb:246: \
warning: already initialized constant Requirement
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/dependency.rb:18: \
warning: already initialized constant TYPES
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/platform.rb:171: \
warning: already initialized constant RUBY
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/platform.rb:177: \
warning: already initialized constant CURRENT
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/specification.rb:39: \
warning: already initialized constant NONEXISTENT_SPECIFICATION_VERSION
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/specification.rb:50: \
warning: already initialized constant CURRENT_SPECIFICATION_VERSION
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/specification.rb:56: \
warning: already initialized constant SPECIFICATION_VERSION_HISTORY
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/specification.rb:72: \
warning: already initialized constant MARSHAL_FIELDS
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/specification.rb:75: \
warning: already initialized constant TODAY
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/source_index.rb:593: \
warning: already initialized constant Cache
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:14: \
warning: already initialized constant DEFAULT_BACKTRACE
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:15: \
warning: already initialized constant DEFAULT_BENCHMARK
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:16: \
warning: already initialized constant DEFAULT_BULK_THRESHOLD
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:17: \
warning: already initialized constant DEFAULT_VERBOSITY
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:18: \
warning: already initialized constant DEFAULT_UPDATE_SOURCES
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:24: \
warning: already initialized constant OPERATING_SYSTEM_DEFAULTS
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:30: \
warning: already initialized constant PLATFORM_DEFAULTS
/usr/local/lib/ruby/site_ruby/1.9.1/rubygems/config_file.rb:53: \
warning: already initialized constant SYSTEM_WIDE_CONFIG_FILE

Jeremy Kemper from the Rails core team pointed out that this is not a Rails problem, but a RubyGems issue. Ruby 1.9 ships with an outdated RubyGems … like 1.9.1p378 ships with RubyGems 1.3.1. I did update RubyGems to Version 1.3.5 by

sudo gem update --system

but this resulted in some duplicated rubygem files, which cause the error.

So how can the problem be solved? Deleting and reinstalling Ruby 1.9.1 does not have any effect … but the solution is quite simple:

If you already installed Ruby 1.9.1 and Rails 3.0 beta:

1. Be sure that you do NOT install RubyGems 1.3.5 separately after the installation of Ruby 1.9.1 – this would result in a double installation. So have that in mind when following the excellent instructions to installing Ruby, RubyGems, and Rails on Snow Leopard of Dan Benjamin.

2. If you already installed Ruby 1.9.1, updated to RubyGems 1.3.5 and bundler 0.9.4 and also installed Rails 3.0, the only thing you have to do is:

sudo gem uninstall rubygems-update

That’s it. No errors any more!

If you did not install Ruby 1.9.1 and Rails 3.0 yet …

1. You may start with Dan Benjamin’s recipe and modify it so you download, make and install the ruby-1.9.1-p378.tar.gz but NOT the rubygems-1.3.5.tgz.

2. Then update RubyGems with the command

sudo gem update --system

3. Ensure that the rake and the sqlite3-ruby gems are installed, too.

4. Now install the needed gems and rails –pre as described in the Rails 3.0 beta release notes

5. After the successful installation of Rails 3.0 beta, you now have to do the vitally important step:

sudo gem uninstall rubygems-update

6. Finally check, if any gem needs an update before diving into Rails 3.0 by

sudo gem update

Hope this helps … and saves some time. Thx Andy for the hint 😉