Earlier quoted context omitted.
If you were that rich wouldn't you just hire someone to drive well for you? But if you liked driving for the sake of it would it not be part of the enjoyment to learn to handle different vehicles well?
As people are discussing there are different level of rich. At some level one want to reasonably good car that they drive themselves. At another level maybe people send advance team to setup before owner reach their vacation mansion and drive them around, cook their meals, etc once they are there.
I can readily believe this does happen at the right level of wealth, but there's something deeply absurd and humorous about someone sending a vanguard to their second or third home before they arrive.