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From: Zachary Ware <zachary.ware+pylist@gmail.com>
Date: Sat, 26 Sep 2015 13:59:56 -0500
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Subject: Re: Failed to upgrade pip in fresh 2.7 install
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Xref: csiph.com comp.lang.python:97143

On Sat, Sep 26, 2015 at 1:13 PM,  <paul.hermeneutic@gmail.com> wrote:
> After a fresh install of Python 2.7 32-bit and 64-bit, upgrading pip
> using pip fails. Am I doing this incorrectly? Any suggestions?

This is a limitation of Windows: you can't replace the executable that
you're currently running.  To work around this, do "python -m pip
install --upgrade pip" instead.  If you have the Python Launcher for
Windows installed (included with Python 3.3+), you can use in place of
'python' in that command, and be very sure about which python's pip is
being upgraded.

-- 
Zach