Something from the description is confusing me:

"""
This is new install of lubuntu 14.04, installing python-pip
Most recent python-pip version, installed 23 Jan 2017, does not install 
/usr/local/lib/python2.7/dist-packages/pkg_resources/extern and 
/usr/local/lib/python2.7/dist-packages/pkg_resources//_vendor.
"""

Note the /usr/local paths.  While these paths are on Ubuntu python's
sys.path by default, installing things from PyPI into these locations
with `sudo pip install` can very definitely interfere with system
packages like pip.  We do not recommend `sudo pip install` but instead
`pip install --user` which will put things in your ~/.local directory.
That should reduce or eliminate the conflicts.

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https://bugs.launchpad.net/bugs/1658844

Title:
  most recent version does not install /usr/local/lib/python2.7/dist-
  packages/pkg_resources/extern and /_vendor

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