I am installing python 3.4 on OS X 10.9 Mavericks via Homebrew.

The Homebrew formula is: https://github.com/Homebrew/homebrew/blob/4bd9b7538297c2ecbcaba281a6db86e8d8f660c8/Library/Formula/python3.rb

During the installation, `ensurepip` is called, but failes with "AssertionError: Multiple .dist-info directories".

I have reported this downstream with Homebrew, but it is suggested that this is an upstream issue: https://github.com/Homebrew/homebrew/issues/28035

The ensurepip output can be seen here: https://gist.github.com/NikolausDemmel/9952010#file-python3-4-installation-with-homebrew-L685-L709

And the mentioned log file here: https://gist.github.com/NikolausDemmel/9952010#file-python3-4-installation-with-homebrew-L751-L784

I could resolve this by removing /usr/local/lib/python3.4/site-packages and then retrying. Now I cannot reproduce this issue any more.

Maybe we can close this issue.

That error appears to be coming from wheel.py inside of pip.  So, if you do want to pursue it, you should probably be asking on the pip tracker:

https://github.com/pypa/pip/issues