These are apparently called “Desire Paths”

https://en.m.wikipedia.org/wiki/Desire_path

I have encountered this issue before when I tried using Obsidian my RPG pdf collection (10,000s of files), would not recommend. I do still like Obsidian and will keep using it, but would something like Trillium work as a sort of PDF library software for a massive amount of files like that? The main need is to be able sort/categorize game systems using tags, link to pdfs, and maybe have some sort of Dataview-esque query capabilities. Zotero is the least worst option, but it still has some annoyances for me and I’ve still been looking for something that could help me organize better. I know this is billed as a note-taking app, so it’s a weird use-case, but Obsidian was pretty close to being a decent solution, if not for the slow speed issues.

It’s for organizing… homework.

I’ve been looking for something for my RPG pdf collection and haven’t really found anything that scratches every need I have for it yet. I’ve gone through most of what’s out there and didn’t really see many great options. I mostly want to organize/categorize my collection of ttrpg e-books (reading I can do through dropbox as I don’t really jump from one item to another often enough to justify syncing my entire 100k+ collection), so I just settled on Zotero. It’s mainly meant for journals and scholarly works, but it seems like it fits part of my use-case and it’s tagging features are decent enough. Syncing PDFs is an option, but I’d have to get into the paid tier to have my whole collection accounted for.

Jellyfin I guess does have support for ebooks through a plug-in, but it isn’t terribly great IMO and you’ll still need something else like Tailscale I believe to actually be able to view stuff outside of your home wifi network. There’s some other options out there I believe, though they all seemed to be geared towards Manga collections, so if you’re looking to organize through this system, those may not work as well either (and you still may need Tailscale regardless).

I’m probably the biggest simpleton in this thread, but I was just looking at this earlier and TiddlyWiki still seems like the easiest of the easiest. It’s literally just an html file that requires pretty minimal setup to get going. Nothing else seems to even come close. I’ve been using it for a couple of years as a sort of internal departmental job aid, just basic information for our group and it’s pretty straight-forward.