About 30+ years ago I was working as a busboy / dishwasher in a hospital cafeteria, some Doctor left a real estate magazine lying around, all sorts of 200+ secluded acres in rolling Virginia countryside with equestrian racing attached and Luxurious one of a kind ranches formerly owned by country music legends and so forth.

I wonder if the Doctor was in the target bracket, or just dreaming big. I mean there were a few smaller colonial manors in vermont with your own stream and mill affairs as well, it was not all turned up to 11 but there was nothing turned lower than 8 that's for sure.

Depends what kind of doctor. A neurosurgeon is probably in their target bracket. An internist or family physician probably not.

The leader of a volunteer project I was in, was a 75 year old British man who had settled in Brooklyn. My jaw dropped when he told me he had visited some 140 countries, mostly on someone else's dime. Apparently when he was a young man, his job was to scout interesting locations for ultra wealthy people to visit. So he'd go check out the places, draw up an itinerary and also arrange private planes/logistics etc for his clients. And most of the time also go with them (weeks or months later), so he got to visit the some places more than once.

This was pre-internet (some 40 years ago, I guess), I don't know if such jobs exist today. I don't even know what they are called (concierge travel agent?).

The ultra rich truly live on another level.

I met a guy recently who did this. Much of the time was spent on a yacht, but he did exactly this. Lots of Russian oligarchs, a few big names in tech. Take the vacation himself, and then report back. He'd do like a handful of these vacations and then one of them would be chosen and they'd take the owner on the vacation.

That must be a fun gig, especially if you’re young!

the internet equivalent is probably a travel content creator