@scy Yeah, I think this is the number one thing I've seen people who are relatively new to Python struggle with when they start to interact with a somewhat larger project. Imports really are super confusing...
(I personally ended up converging into two main import methodologies for simplicity... (1) is always use absolute from a single root directory and (2) use absolute, but mangle sys.path as needed at the top of the file before the imports. I generally use (1) for proper code and (2) for quick and dirty experiments... but it's not a good way to do Python at all)