You may have to move forward out of this and into a DMS or document management system. In such systems you add the detail you need as you go.
If you stay with this folder system the other common method is to add read.me text files for each and with GUIs, some icon for the folder.
In some of my work I deal with several directories at once. This is much easier if I display each directory in its own instance of Windows Explorer. But many of the directories have pathnames that are long and not very descriptive, making it hard to figure out which is which.
For example, if I float the mouse over the "Windows Explorer" tab in the Task Bar, the popup menu it displays may look like this:
C:\sw\documentation\greasemonkey\tools\wwd
C:\sw\documentation\greasemonkey\process\Backups
C:\sw\greasemonkey\linux\qa\doc\r5c\vka
C:\sw\documentation\greasemonkey\honda\framework
C:\sw\documentation\greasemonkey\tools\programs\Five29\src
C:\sw\release\docs\delivery\rel-17\25\OSS
C:\sw\release\docs\delivery\linux\rel-17\OSS
It may take me ten seconds to sort through the list and figure out which one I want. That isn't long, but it happens dozens of times a day, and it interrupts my train of thought each time, adding to the general cognitive load.
I'm looking for a tool, trick, or something that makes these directories easy to identify, so that I can glance at the list and click the right item without thinking about it. For example, if I could make the popup display descriptive aliases like "User Guide" and "Release Notes" along with the pathnames, that would help. (This is not a solution I'm determined to find, and I have no reason to think it's even possible; it's just an example of something that would help.)
Any suggestions?

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