It's a lot of little things, like in Catalina where opening up the sidebar for annotations (comments) seemingly randomized their order. (Big Sur, fortunately, fixed it to be page-order again.)
Or how printing a PDF from a website (in Catalina, also seemingly fixed in Big Sur) would look right on the page... but if you copied and pasted the text from the PDF to somewhere else, something like 10% of the glyphs were scrambled ("lik3 thZs"), like some sort of character table corruption.
Or reading a PDF with Books on my iPad, maybe 10% of the time bookmarking a page... doesn't bookmark it. Or removing a bookmark... doesn't remove it. Or a handful of highlights you just made have inexplicably disappeared the next time you open the file.
Or whenever you open the PDF in Books it remembers which page you were on. Except sometimes it doesn't, so you can't really rely on that for saving your place.
Or in Books, if you select some text to copy but accidentally hit the adjacent "select all" in the pop-up menu, and you're dealing with a 400-page PDF, it just locks up and you have to restart it.
Or in Preview if you want to convert a PDF to black-and-white, there's an option for it but your PDF will balloon in filesize to 10x larger or something.
I mean, I could go on and on. It's weird, because Preview is an incredible app, really. But it really is like they build it and then never bother to test if basic workflows reliably work.