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Re:GitHub satanically messing with Markdown – changes 666 to... by hunter2_ on Tuesday November 26, 2019 @12:13AM (#21635783)
> starting ordered lists at an arbitrary number

The solution would need to be not just that, but also letting every li be arbitrarily enumerated. And at that point it's not even an ol, it's a ul (from a machine perspective) where the author might happen to mimick an ol. Or just nothing structured at all -- which would probably be a net positive.

Re:GitHub satanically messing with Markdown – changes 666 to... by icegreentea2 on Tuesday November 26, 2019 @12:22AM (#21635820)
The underlying HTML <ol> element allows arbitrary values through the value tag.

One of the original selling points of Markdown (at least in Gruber's post) is that is "seamlessly integrates" with HTML, in that you are in principle able to mix and match Markdown and HTML and get predictable HTML output. I think it was that aspect of Markdown that let it be so... sloppy?

That aspect of Markdown seems to have fallen away with the rise of Markdown extensions and standards.