I too would like some insight into this problem.  I'm following the same 
instructions.  Here's my result.

root@pmaster3:/usr/share/puppet-dashboard# sudo -u puppet-dashboard rake 
cert:request

NOTE: Gem.source_index is deprecated, use Specification. It will be removed 
on or after 2011-11-01.

Gem.source_index called from 
/usr/share/puppet-dashboard/config/../vendor/rails/railties/lib/rails/gem_dependency.rb:21.

config.gem: Unpacked gem rdoc-3.6.1 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem json_pure-1.7.7 in vendor/gems has no 
specification file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem rspec-rails-1.3.4 in vendor/gems has no 
specification file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem mocha-0.9.7 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem factory_girl-1.3.3 in vendor/gems has no 
specification file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem daemons-1.0.10 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem haml-3.1.2 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem rspec-1.3.2 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem thoughtbot-shoulda-2.10.2 in vendor/gems has no 
specification file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem will_paginate-2.3.15 in vendor/gems has no 
specification file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem rack-1.1.6 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

config.gem: Unpacked gem sass-3.1.2 in vendor/gems has no specification 
file. Run 'rake gems:refresh_specs' to fix this.

NOTE: Gem::SourceIndex#initialize is deprecated with no replacement. It 
will be removed on or after 2011-11-01.

Gem::SourceIndex#initialize called from 
/usr/share/puppet-dashboard/config/../vendor/rails/railties/lib/rails/vendor_gem_source_index.rb:100.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

NOTE: Gem::SourceIndex#add_spec is deprecated, use Specification.add_spec. 
It will be removed on or after 2011-11-01.

Gem::SourceIndex#add_spec called from 
/usr/lib/ruby/vendor_ruby/1.8/rubygems/source_index.rb:91.

DEPRECATION WARNING: Rake tasks in vendor/plugins/delayed_job/tasks are 
deprecated. Use lib/tasks instead. (called from 
/usr/share/puppet-dashboard/vendor/rails/railties/lib/tasks/rails.rb:10)

rake aborted!

SSL_connect returned=1 errno=0 state=unknown state: unknown protocol


Tasks: TOP => cert:request

(See full trace by running task with --trace)

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