When I was testing Gumbo [1] on all the HTML files in Google's index, I ran into one that had 48,000 levels of nested HTML tags. (Ironically, Gumbo itself handled this fine, but the test script I used to verify the output died.) I posted it to Memegen with a link to the original source URL, and then got called out for crashing Chrome. Apparently I wasn't the only one who didn't think about recursion limits in a parser. (Both bugs have since been fixed.)
What was the wayward HTML file? It was an XML file served with the wrong content type. The file contained 48,000 self-closing tags. When you parse an unknown element with a self-closing tag in HTML, it ignores the trailing />, treats it as an ordinary unknown element, and happily keeps generating a deeper and deeper DOM.
A stack overflow that results in a segfault is a pretty serious DOS vulnerability in a JSON parser. You probably could take down a good portion of the Internet by sending JSON requests to their AJAX endpoints that consist of 1M of {.
Headless Chrome existed within the indexing system while I was there but it was turned on for only a very small section of the index for CPU reasons. Their public statements since have indicated it's used for everything now.
Gumbo grew out of a templating language that I was working on with a larger team within Search Infrastructure and Maps. AFAIU the templating language is still being used, though I think Gumbo isn't being used for it anymore (its syntax diverged from pure HTML5 at some point). It was really intended for tools like refactoring & static analysis: that's why it's slower than the indexing HTML parser; why it was done in C rather than C++ (easier binding to scripting languages); why the API is intended to be round-trippable, with access to the original text that data structures refer to; and why it put a premium on generating accurate parses over speed.
A naive serialization of cons cells?
A serialized trie ?