Getting ready
Before uploading to the main PyPI site, there is a PyPI test site (https://testpypi.python.org/pypi) you can practice with. This allows developers the opportunity to ensure they know what they are doing with the entire building and uploading process, so they don't break anything on the main site. The test site is cleaned up on a semi-regular basis, so it shouldn't be relied on as a storage site while developing.
In addition, check the long and short descriptions in your setup.py to ensure they are valid. Certain directives and URLs are forbidden and stripped during uploading; this is one reason why it is good to test your project on the PyPI test site to see if there are any problems with your configuration.
Before uploading ...
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