Steve Dower added the comment:

So the fix for pre-2.7.13 here is to Repair first and then reinstall. 

But we've actually fixed this for 2.7.13 by making the pip uninstall step 
non-vital (the work was sponsored by Microsoft because it affects the Visual 
Studio installer). See issue27888 for the change.

----------
resolution:  -> duplicate
stage:  -> resolved
status: open -> closed
superseder:  -> Hide pip install/uninstall windows in setup

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Python tracker <rep...@bugs.python.org>
<http://bugs.python.org/issue28687>
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