"or homeowners insurance?Yeah,
Nope. Again. I don't need it and the law does not force me to get it."
You don't know that. Maybe he can afford it.
If I could afford to not have insurance, I wouldn't. I remember the day when even liablility insurance for your car wasn't "required" (at least in my state of Oklahoma). You either bought it or signed a paper saying you could afford to pay if you got into an accident that was your fault.
My dear departed step-dad used to say "paying for insurance is like paying protection to the mob". I guarantee that he only bought as much insurance as was required by law. Like EndWelfareToday - he didn't need it.