- I use 8.3 NAMES for my top level stuff. I keep the top level names short.
- The subsequent folders are CamelCased.
- The files are either NAME.TXT (8.3 file) or NameLongerThanExpected-Part1.txt (regular file)
First some 6-8 badic folders, like Travel, Documents, Finance, Work etc. Travel could have YYYYMMDD TRIP folders, Work could have YYYY MM Company A
Short lowercase names and I avoid spaces and non-ascii chars. Even in 2019 there is still software that has trouble with that, especially if the files are accessed from both Windows and Linux.