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Work log
I keep a daily journal using Org Mode of the things I do while working, tracking what I did, why, and how. I make generous use of executable code snippets to store what I run in the document alongside the results I get from them.
While this is useful from a purely historical perspective, it's very hard to go back and find entries relating to particular issues or projects. Even when I can find entries, they tend to be extremely narrowly focused to the exact problem being tackled at the time, and as they're written in the heat of solving those problems, they don't tend to include much elaboration on the bigger picture. The difficulty in sifting through a chronological work journal with entries of varying quality is noted plainly in Dr. Ahren's book, specifically Chapter 6: Simplicity Is Paramount.