Quip from a friend from a (relatively) poor country: “Before I moved to the US, it would have seemed bizarre to me that someone could be rich enough to afford a car but not be able to afford a driver”.
Reminds me of another discussion where some of us were confused about someone retrofitting child seats in a Ferrari: how would you be rich enough to afford a Ferrari as a toy/show-off car, but not also have a normal, functional car for when you need to drive the child around (or a chauffer)? https://news.ycombinator.com/item?id=24762683
It's the same for your example I suspect: if you can do it in a single car, that's often the option with the least amount of hassle.