In the scheme of things, you probably don’t want to get as picky as I am.
Still:
You want to make sure your type is easy to read.
You want to make sure it speaks in the same voice as your site — it looks like it belongs.
Those things matter—a lot.
(Would you choose a swirly script for Jiffy Lube? Didn’t think so.)
But you don’t have to spend decades to learn the basics. Just come spend a few minutes learning a few basics that won’t change with the tech — at least as long as people still have eyes!