I feel like this is a side effect of so many people writing random blog posts and other things in an attempt to help others, but in the large it makes it less clear because there's such a long tail of documents that are useful (for some things), that people like, but that cannot answer underlying questions or point to where underlying questions can be answered.

I've found the best solution is to try to find someone with whom you can have a discussion about what you don't understand and where you can find learning resources. Also, being able to find and read specifications can be very helpful.

The worst part is that lots of historical but valuable information is "falling through the gaps" as a result of being overwhelmed by the new and superficial.

If archive.org had a real search engine, I'd probably use it more than Google.