You're right about the private jet. I probably just need one chartered for two round trips per month. But regarding the Bugatti, I want to own it. I want to go to Safeway in it. I want to drive down the freeway and just think in it. I have no interest in driving the Autobahn. But for probably a year, I want this to be mine main solo car. Next year, probably a new car. So maybe leasing a Bugatti Veyron Grand Sport. Still at least $100k/year.
I don't want a meal by a top ranked chef. I actually want a private chef. I have a couple of friends that have them and they are very different, in the sense that you have very specialized meals. While I can probably charter Mario Batali for a custom meal for $500 to $1000 a couple of times. Having him staff for two to five meals per day probably costs a fair bit.
For a reasonably-sized house decent maid service will start at $1000/year, and that's just for something like 12 cleanings per year. For live in service, expect a fair bit more.
And again, part of what I want is not having to figure out the optimal way to get a good. I don't want to spend 20 minutes price shopping online for best rates on an alarm system. My time is my non-replenishable asset and you seem to be asking me to trade it in to get a sub-optimal service that only superficially looks like what I really want.
Another thing, I want a full scale gym in my house. I hate commuting to the gym (although made slightly better with a Bugatti). I want a bigger yard, but don't want to move my primary residence. Would be nice to just buy the houses around us.
I'd like to own the Lakers and the Dodgers.
There's a lot of things, and I haven't even really thought about it, largely because its not really in play today.