But it wasn't something that could get introduced later, after all the broken content that already existed.
But then, I've always preferred strongly typed over stringly typed.
The reason HTML and markdown are more widely adopted than latex is because the former are more forgiving.
Once there was a standardized interpretation for malformed html, there was a chance that we could have treated that as a transparent conversion layer to xhtml. That isn't how WHATWG went, however.
But I don’t think the ambiguous html parsing made it easier. If anything it made it more difficult since you had to test in multiple browsers. Eg a table which was not properly closed would render in IE but not render in Netscape.
Congratulation on reinventing HTML.
XHTML5 sort of gets us there, but parsing in standard HTML5 mode still won't do the right thing with eg <b />