Enough that a 5% annual return is enough for me to get by. I'm certainly not done working - I want to get that to 3% or so - but it does make it a bit demotivating some days when I look outside and imagine the other things I could be doing with my time.
I have the same feelings as the original poster as I get further into middle age and have a good retirement nest egg - for me there are things more valuable - free time and the things I want to do with it but can't get paid to do - than making more income than I really need.
Regarding your first point - how about George Santos? I suspect Santos was more well known than any of the crypto-scammers, was clearly guilty, was derided by both ends if the political spectrum - yet Trump commuted him.
My guess/experience - because there are probably layers of management and executives who have an uptime # in their OKRs or whatever is fashionable these days.
The decision to post anything about outages comes from the executive chain in many orgs lest they miss out on bonus compensation for the year.
This is the same reason services like docker and aws will very rarely call an outage an 'outage' - it's always 'service degradation', even when dockerhub is completely useless as it is right now.