I just started work on an existing project. Rake would not run and kept dying with “no such file to load — ” exceptions in rubygems/custom_require.rb for files in a vendor/plugin/<foo>/lib folder.
It turns out that when I checked out the source from Subversion with:
svn co https://<hostname>:<portnumber>
It created a folder called <hostname>:<portnumber>
The colon in the path was confusing [...]