LOL...As with probably every one of y'all, I've encountered this too.
Abroad, I'll ask the FD out of courtesy and would be open to any reasonable requests if, for whatever reason, the property simply couldn't honor the late checkout. In the States? I don't even ask and stay in my room. If they call me, my reply is simply, "I'm checking out by 4 pm, what's the problem?" If I get bothered by housekeeping, well, there goes the tip. In the post pandemic world, it's pure tit-for-tat with domestic Hyatts.