Strip HTML/Markdown before generating post slugs?

It’s not always evident to me which things I bring up would be seen the same way by others here, and which things are just my OCD. For example, this situation is definitely plaguing my brain’s need for consistency, with sometimes long URLs, sometimes short URLs cut at sentence-ending periods, sometimes URLs with the html-text still in them.

Other people might not care, so it’s not clear-cut on “is this an issue” or “is this just my brain hurting”.