Summary: CD Baby was transferred to a trust then sold for $22m, the trust pays Mr Sivers 5% per year.
In his own words he has "enough".
But everyone's got their own version of this. My example is just one example.
Like others have said, money is not the limiting factor for most people in regards to moving half-way around the world. Being 12,000 miles away from my parents is very hard though; this move was something I absolutely needed to do, but I know if something were to happen to them I would completely regret my decision to come here.
More power to Mr Sivers who has made a great choice of new location in my humble, but biased, opinion.
[1] This is not really worthy of our hero D Sivers because as he notes 5% a year was apparently the minimum allowed.