thanks terry, 

Some great pointers there, I'll review the exiting work and the README doc.

With regards to my experience, I have quite extensive experience with python testing. Most of which would be open-source on my Github profile https://github.com/tonybaloney
Some of the larger Python projects I've contributed test suites to would be SaltStack, Apache Libcloud and StackStorm.
I've contributed to the tox project and pytest.
I also write tutorials on Python testing (mostly for beginners) like this one https://realpython.com/python-testing/

I admit I don't have much experience with tkinter. 

It does sound like a challenge, but definitely one that I'm willing to research and approach responsibly.