Just curious, should I give up on this or does anyone with the skills to make a plugin think it's a good idea? (One day I want to learn to code plugins myself but I do not currently have those skills and not the time to learn them right now).
In case anyone is half-convinced of the usefulness of this hypothetical plugin

I'm working on the giant "collected works" book right now and preparing the headings and yet another example of why regex is not the answer when it comes to redoing the TOC are all the parts of the books that are in the TOC but have no title in the page at all (I put a nodisplay h1 in those cases) or have a different title in the TOC to the one displayed in the page, such as the portrait of the author, the copyright page, the cover, the title page which is called "Title page" in the TOC but obviously not in the page, the "By the same author" / bibliography page, Publisher catalogue page... No choice for those cases but to do it all by hand.