On Mac, I don’t really bother with too much file organization. I have some broad categories but really not more than 1 or 2 folders deep. Stuff that doesn’t fit into those categories just goes in the folder with everything else. Although, I put all presentations in the same folder. I mostly use spotlight for files navigation.

On Windows, I find I need to spend more time organizing as the search seems to be substantially worse than spotlight. Search is still my go to though.