I am developing a python CLI tool (using optparse in python2.6, but hope to switch soon to python2.7) and I am about to write the man page. I have some experience on generat
The usual way to generate documentation in Python is to use Sphinx. For example, that's what's used in the official Python documentation. Once you have a Sphinx documentation project set up (see this tutorial), you can generate man pages from your Sphinx documentation files via make man. You should also alter the configuration in conf.py to produce appropriate output.
(It's worth noting that while Sphinx is the usual tool for writing documentation in Python, that doesn't mean it's the usual tool for generating man pages. Use what you want!)