#2 is a fallacy, which is what the original author had said. Look at all the people buying mansions on the coast of Florida that then get wiped out by hurricanes. Humans are very bad at gauging long-term risk.
I am sure that there are cases in which people are careless despite great financial risk. But there are also many cases of people being careless as a direct result of insurance coverage. This is most obvious in insurance fraud, where people actually intentionally damage their property in order to get a payout. But more commonly, people simply opt not to pay for garage parking because they have theft insurance on their car or motorcycle.
Those mansions have their insurance subsidized by the federal government. The only foolishness is institutional--to the homeowner, the government just buys you a new mansion every few years for below cost. It's a fantastic deal for them.