I have found that one of the more useful things for me in most projects is having a readme per folder that has some basic info about each file in the folder, then can add more information as needed. That way when I leave for a while I know what I was thinking in one sentence when I made a file, and additionally might be able to split it to a package if it appears to be forming into a useful stand alone chunk. For larger projects I do a markdown checklist and break up smaller as needed. One of gets overwhelming to see what is done or not, I pull out those not complete yet into another file and wrote a current task from it and why it what it helps get done after. Sometimes my notes asking the way may include consider writing on this, which I totally agree does give a different approach sometimes. Really had fun reading your thoughts.
