I'm not blaming Simons, I am blaming the people I worked for when I worked at arXiv who, again, took a decade to start looking for sustainable funding.
While this thread is by no means as formal of an event. Picture yourself at someones memorial service, before/during/after the service you bring up a topic that is orthogonal to the person's life and frames it about yourself instead of the person being memorialized. Its just a bit weird.
Memorial service? What are you on about? In all likelihood, nobody here had met the guy, and HN would hardly even be on his radar. Picture yourself at a coffee place discussing some celebrity's life event and maybe it won't be so weird anymore.
I think you are underestimating the reach of HN. While I personally didn't know Jim, I know several people who did. And I know many people, me included, who benefited from his generosity and support of science.