A few people discussed this issue on #ubuntu-devel and we came to the
following conclusion:

1) We should coordinate this change in both Ubuntu and Debian.

2) We should change the install location for gems to /usr/local. We
still have to patch upstream source as the default install location
(/usr) would clash with debian packages and is not safe. Using
/usr/local will yield all the benefits (is on default path, can override
system packages, does not clash with system packages) without
introducing any significant new issues. This would also be consistent
with the way we handle python's pip tool that is similar in spirit to
gems.

3) We need to apply this change to both rubygems 1.8 and ruby 1.9

4) We need to have migration path. Currently a few options are still
possible but we believe that simply moving all the data to /usr/local
and dropping a symlink in the old location would be sufficient.

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https://bugs.launchpad.net/bugs/706603

Title:
  gem1.9.1 doens't install executables on PATH

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