How easy it is to parse does matter, because there’s a definite correlation between how easy it is to parse for the computer and for you. When there are bad corner cases, you either have to learn the rules, or keep on producing erroneous and often-content-destructive formatting.
> How easy it is to extend is largely irrelevant.
If you’re content with stock CommonMark, it is irrelevant to you.
If you want to go beyond that, you’re in for a world of pain and mangled content, content that you often won’t notice is mangled until much later, because there’s generally no meaningful way of sanity-checking stuff.
As soon as you interact with more than one Markdown engine—which is extremely likely to happen, your text editor is probably not using the parser your build tool uses, configured as it is configured—it matters a lot. If you have ever tried migrating from one engine to another on anything beyond the basics, you will have encountered problems because of this.