Yeah, the one thing 80-year-old billionaires care about is ensuring that they can double their wealth and put their profits in an income-producing trust. Without that, he surely would have died homeless.
Why is it so hard for people to conceive that there might be something rich people value more than money? Donald Sterling was an awful owner, but he had literally dozens of opportunities to sell the Clippers for a massive return on investment and he never did until he was forced out by the league. He loved owning a basketball team; it was worth more to him than any sum of money that could be offered. If you've already got enough money to buy every single thing you've ever wanted, and what you really want is a basketball team, then when you get one, you keep it forever. It's not an investment vehicle, it's your passion. Ballmer's the same way. You think he gives a shit that it cost him $2 billion to become a member of a club he's been trying to join for a decade? He could lose hundreds of millions on the team every year and still die rich and happy. He doesn't give a shit about whether he makes a return on his investment; his happiness is worth more than the money he could be making.