I see. I started doing almost the exact same thing at one time. My goal was to create autocomplete rules. I think I used the output from the tool's --help or -? rather than manpages, and I would have been using awk and sed, since I never learned Python.

Bash autocomplete specifications are messy, but you can sidestep a lot of the mess. You're allowed to run an arbitrary command to generate the completion list. I was envisioning some kind of standard option grammar that the autocomplete program would interpret for a given tool. The grammar would be partly generated automatically, but would likely need hand-tuning.

True. Perl-style regexes have grown capabilities far beyond regexes in formal language theory. Note that I was referring to DFAs.