This has been mentioned a few times in this thread. But it doesn't really make a lot of sense, especially in the case of someone famous.
If two or three days ago, not knowing he was sick (which I didn't), I had said to someone "That Dilbert guy seems to be sort of a whack job," why would it matter that he was alive to hypothetically defend himself? It's extremely unlikely that he would ever be aware of my comment at all. So why does it matter that he's alive?
Outside of Scott Adams and all of that. And I think public figures, especially those whose major schtick was to engender reaction, are a different story.
But it's basically getting the last word in because the other party is unable to respond. It's seen as a little uncouth.
On reddit, it's kind of like those people who respond, then block you to make sure you can't respond. They aren't there to make an argument or convince you, they just want to get the last word and they're doing it in a way where you cannot respond.
Like I said, I don't entirely agree with "don't speak ill of the dead". Especially for figures who used their platform to elicit responses. But that's one of the reasons behind the sentiment. Right, wrong, that's for you to decide.