it's simple to upgrade the pip if the user requires a newer version
of pip using ``pip install --upgrade pip`
Please don't gloss over the potential issues with upgrading in the face of in-use exe wrappers. We have a design for a solution, but as yet no working code. I expect to work on this, but my time is limited and I'm not at all sure there won't be issues still to resolve. (Obviously, anyone else is welcome to help, but it's a "windows issue", so I don't know how much interest there will be from non-Windows developers).
Prior to the setuptools move away from 2to3, my standard response to anyone reporting issues with in-place upgrades of setuptools or pip (certainly on Windows, and in general anywhere else too) was "well, don't do that - remove and reinstall manually". Things are better now, but not yet perfect and I don't believe that there is a consensus that this is acceptable for a bundled pip.