I do something close to this but with even less organization up-front. I label my text file as <day>.txt, like 21.txt, since it is under a month folder. For im

I do something close to this but with even less organization up-front. I label my text file as <day>.txt, like 21.txt, since it is under a month folder. For images, I take screenshots with the Snag-It software which automatically assigns a time-based filename to the screenshot and stores it in a central directory. So, at the start, my text files and screenshots have basic filenames which are time-based. Later-on, I'll create an index for the text files with a Google Doc; an index which is a basic list of the text files with some brief bullet-point comments describing each one. Actually, for text files, I just describe it with a comma-delimited list of tags/titles per file.