[ring-1]

There was some weird and, in my opinion, useless requirement for the script to run constantly in the background and rename every file that the user changes, 'automatically'.

That makes no sense. I'm not even being condescending. There is no requirement for the script to run constantly at all, you throw it in a directory, execute the script and ta-dah, all of your files are obfuscated. If you're implying that the output of the script is somehow... "constantly running," then just fork the Python process so that it isn't piped into the parent process. The script also doesn't require any manual interactions, so if anything, it's 100% automatic.