ThoML wrote:
> You could try to add the --debug flag for additional output.

C:\Documents and Settings\Artūras>gem update --system --debug
Exception `NameError' at 
c:/ruby/lib/ruby/site_ruby/1.8/rubygems/command_manager
.rb:134 - uninitialized constant Gem::Commands::UpdateCommand
Updating RubyGems
Exception `Errno::ENOENT' at 
c:/ruby/lib/ruby/site_ruby/1.8/rubygems/spec_fetche
r.rb:41 - No such file or directory - C:\Documents and Settings\Artūras
ERROR:  While executing gem ... (Errno::ENOENT)
    No such file or directory - C:\Documents and Settings\Artūras
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/spec_fetcher.rb:41:in 
`stat'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/spec_fetcher.rb:41:in 
`initializ
e'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/spec_fetcher.rb:32:in 
`new'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/spec_fetcher.rb:32:in 
`fetcher'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/commands/update_command.rb:139:i
n `which_to_update'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/commands/update_command.rb:132:i
n `each'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/commands/update_command.rb:132:i
n `which_to_update'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/commands/update_command.rb:68:in
 `execute'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/command.rb:136:in 
`invoke'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/command_manager.rb:105:in 
`proce
ss_args'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/command_manager.rb:75:in 
`run'
        c:/ruby/lib/ruby/site_ruby/1.8/rubygems/gem_runner.rb:39:in 
`run'
        c:/ruby/bin/gem:24
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