The question-and-answer system seems similar to node's inquirer module:

https://github.com/SBoudrias/Inquirer.js

There's a re-implementation of that same idea for python:

https://github.com/magmax/python-inquirer

I've been building something recently that uses python-inquirer, although it isn't a perfect fit for my use-case. I'd be interested to know if there are any more similar libraries for python.