Just to make this clear (Sorry if it’s unnecessary, but maybe still useful info for others)…Path= lines in .desktop files are not related at all to the $PATH environment variables. They do something completely different (And yes, picking Path as key was a terrible choice in my view). Path= lines in .desktop files change the current working directory…they do about the same as a cd <directory> in a shell.

They do not change where a .desktop file looks for executables…only indirectly if a executable runs another file relative to the current directory or looks for images/icons/audio/other data relative to the current working directory.

And I have no clue why it doesn’t work with TryExec…the desktop file spec doesn’t mention anything about that :( ( https://specifications.freedesktop.org/desktop-entry-spec/latest/recognized-keys.html )

Try adding a PATH=/home/werecat/Grayjay line to your .desktop file. Without it the application will run with your home directory as your working-directory…and there the data files are missing (Why you need to copy them to your home). The path entry makes the program work in /home/werecat/Grayjay where the data directories actually are.

Edit: That is assuming when you started it manually you did a cd Grayjay and a ./Grayjay or similar. So you changed your working directory there first before starting it. If that is not the case ignore my post ;)

Obscure as in “only for a very specific purpose and nothing else”?..

Well, there is the Mircrosoft linux distro for their azure cloud

I guess DD-WRT as distro for router is also kind of obscure. Or the more general openWRT for embedded systems.

I imagine the “update from another system” path runs in troubles with more complex gentoo installs than just the base system. For a full update from the live disk it will have to include lots and lots of (often exotic) tools that might be used in the building process (document generators like doxgen, lexer, testing frameworks, several build systems and make-likes. programming languages…) in addition to being able to build against the already installed updates for packages while not accidental building against packages that are not updated yet.

Or you go the simpler way and only do a base update from the live-system…only update the base build system and package management of the gentoo system and afterwards boot in a “broken” system in which only the basics works and rebuild it from there.

For be both those options sound less desirable than what is suggested in the blog.

Just to add…because xattr it’s also “easy” (for some definition of easy ;)) to add/modify tags from the shell making mass-tagging feasible (as requested by OP). Second answer here should give a decent starting point…

Cautionary