My wife has a second cousin who is a bit wacky. Dude was raised in Bethesda, went to Georgetown Prep/ Georgetown and made some bank in various businesses. Became an "art advisor" for many well heeled collectors. We visited him in LA Jolla once where he was "house sitting" for Mason Phelps Jr. He then moved to the Grand Tetons in Wyoming for awhile cribbing up on the ranch of another client. Great way to see the best of the best of America rent free.
As someone with a clean legal record, once was bonded for Summer jobs at an armored car company, and with Pa and FBI school clearances there could be a similar future. Some pretty wealthy friends from my old career days live the multiple house lifestyle. We have thought about inquiring if they would consider us to mind their homes when they aren't there.
The only downside is that the seasons would be backwards, but who cares? John's Island, FL and Aspen in the Summer and Fall. Nantucket in the Winter/Spring and Greenwich whenever they need a plug in there....
We are too proud to ask right now, but I know they hire "people" to manage their real estate affairs.
Why not us in retirement? We'll just pull up the rv like Meet the Fockers! (-10 for spelling?)
