When 99% or less of the population can’t work or make any money. What I mean by this is the economy mainly driven by robots/rudimentary AI. The top 1% will be angry and try to keep it as is, but as history has taught us humans really like the guillotine in such situations
Ironically enough, Elon Musk - posterboy of "rich fuckheads" - actually does live in proximity to his workers. I read a while back that he'd sold off all his houses and lived in the same rental properties that his on-site engineers used.
I read that he sold his real estate and was staying in a place owned by another billionaire while looking for a place. That was a couple of years ago, I don't really follow that fuckhead.