I think I found the easiest solution to this. I only change my knowledge management system at the top of the year. Whatever I decide on for that year, I stick to it, whether I like it or hate it by June.

Some years I use filing cabinets. Some years I use OneNote. Some years I use Markdown. It all depends on the collection of tasks I expect to be doing.

At the end of the year, I make everything (worth saving) a PDF, no matter what system I used - because they're very utilitarian. Then I decide if I'm going to keep using the same system. For the last three years, I've used self-hosted GitLab exclusively, even for non-code stuff.

I doubt I'll adopt Obsidian next year, but if you don't already have a system, it's probably as good as any.