Proven method for organizing personal knowledge

I'm a prolific documentarian. I write all meeting notes, organize all projects, write all docs for our products. I write daily lists and items and every damn thing; everything is markdown. Used to use emacs org-mode, now use vs code. Having trouble organizing, need your help.

- File naming conventions: What works and how?

I typically create and name a new file for each project, meeting, etc. I have no naming convention for file names and end up with a huge list of files.

- Outlining: What works and why?

I sometimes follow the correct markdown hierarchy for outlines. Sometimes not. I have trouble knowing when to just use bold or when to use `####`. As such, my docs are not consistently outlined.

- Connecting content: This is the biggest painpoint.

I have notes from 100 meetings this year. How do I connect them in a logical way ON THE FLY? I have meetings in conjunction with projects. How do I connect the meeting to the project?

High level workflow responses are valued. Thank you for sharing. Time.