Re: Fascinating stuff
Good thinking.
Do you allow yourself any markup?
My (digital) notes don't go back anywhere near that far but for the last almost three decades (yikes!) I've been using a tiny wiki (many thanks, Mr Cunningham) running on localhost for note keeping about absolutely everything. The formatted version is easier to read (or there wouldn't be much point!) but all the editing is still directly in plain wikitext[0], so it has to be comprehensible in that form as well[1].
[0] in my foolish youth (well, younger than today!) I did plan to "drop in" a Javascript editor to do all the bold etc WYSIWYG but honestly I'm glad I never did - for many reasons.
[1] having tried too pull together a complete, can be presented to the auditor, document from a slew of pages in Confluence[2][3], I've stuck to a simple, if idiosyncratic, internal format for my own stuff. Especially as Confluence changed formats, for no obvious improvement to the end user, so it was obvious anything that worked this week was doomed as soon as somebody decided "we must always use the latest version" without considering, again, whether both our second-party processing and third-party Marketplace addons would still function...
[2] Sorry, this started as a simple enquiry as to whether jake allowed himself the luxury of, say, a bit of Markdown and ended with a rant about software that doesn't work well as an archival format, IMO, but I suppose that is still on topic...
[3] crap 'export' facilities[4], "Print to to PDF" unable to collate pages, let alone manage top'n'tailing a complete document, nothing showing up in the Marketplace (at the time)...
[4] was able to read the mangled, partially XML, export by finding a parser that wasn't totally compliant to start with and slicing off its malformed input error reporting, mwahaha - fun but worrying if you are thinking of project documentation lasting, and growing, over years...