In my experience, the kind of people who think "That is so much money; only an idiot would blow it" are often the kind of people who think "THIS IS SO MUCH MONEY!!! There is no way I can blow this" when they get that kind of money - and then they "blow it" to one degree or another.
To bring this full circle, and back to Kalani, I'm not saying or insinuating that he's been bad with his money. But what I am saying is that the assumption that someone is literally set for life because they had a few years netting $1m a year is a faulty assumption.