All of it smells of a (lousy) junior software engineer: from configuring root logger at the top, module level (which relies on module import caching not to be reapplied), over not using a stdlib config file parser and building one themselves, to a raciness in load_json where it's checked for file existence with an if and then carrying on as if the file is certainly there...
In a nutshell, if the rest of it is like this, it simply sucks.