[python] pip install: Please check the permissions and owner of that directory

What is the problem here is that you somehow installed into virtualenv using sudo. Probably by accident. This means root user will rewrite Python package data, making all file owned by root and your normal user cannot write those files anymore. Usually virtualenv should be used and owned by your normal UNIX user only.

You can fix the issue by changing UNIX file permissions pack to your user. Try:

$ sudo chown -R USERNAME /Users/USERNAME/Library/Logs/pip
$ sudo chown -R USERNAME /Users/USERNAME/Library/Caches/pip

then pip should be able to write those files again.

More information about UNIX file permission management

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