Thanks to the sprinters in Washington D.C., (Andrew who worked on merging it, Alex, etc.) and people that helped in the discussion (Fred, Martin), my patch to Python for multiple servers handling in .pypirc file has been integrated in 2.6 trunk.

This patch will allow using distutils register and upload commands with several servers, using the -r option and storing for each one of them the appropriate username/password in the configuration file. See http://wiki.python.org/moin/EnhancedPyPI for more details.

The collective.dist package provides the same feature for Python 2.4 and 2.5, through new commands: mregister and mupload.

The new format is also pretty convenient to store several profiles per servers. For instance, if you have several accounts on PyPI, one for your company (acme) and one for your own usage, you can define them like this:
[distutils]

index-servers =

    pypi

    acme



[pypi]

username:user

password:password



[acme]

username:acme_user

password:password

Then use them depending on the package you work in:
$ python setup.py register -r acme

$ python setup.py register    # default, which is pypi

When plone.org will go Plone 3 (this is happening soon), the pypirc file can be extended with this new target:
[distutils]

index-servers =

    pypi

    acme

    plone



[pypi]

username:user

password:password

[acme]

username:acme_user

password:password

[plone]

repository:http://plone.org/products

username:plone_user

password:password

From there, setuptools aliases can be used in each package to simplify things:
$ python setup.py alias plone_org register -r plone sdist bdist_egg upload -r plone

Which will allow you to upload the package to the website in one simple command:
$ python setup.py plone_org

The patch aslo corrects a few minor bugs in distutils, such as:
- .pypirc was not found on Windows - pydistutils.cfg was not found on Windows