I'm no billionaire, and I assume you probably aren't either.
But if you got a huge garage slap full of extremely valuable antique vehicles, that all suddenly need emissions inspection, despite them only basically being driven once a year or for testing or an event or something, then why wouldn't someone with such a collection of rare and antique vehicles not want to move to a more chill state?
It's impossible to make many of his classic vehicles to ever meet emissions standards, but at the same time he doesn't drive them everyday either.
Mississippi and a handful of other states are reasonably chill about such things. Like if you have an antique tag (vehicle 25 years old or older), you're only allowed to drive it once a month or so.
With his collection of vehicles (which may as well be a museum of its own already), those vehicles need to be driven every few months or so, even if only for a few miles, to sling the oil and fluids around and keep the parts from locking up.
Yeah yeah, Jay is stupid rich, but he's also maintaining a functioning chunk of automotive history. Nobody expects those antique cars on the road every single day, but sometimes they need to breathe..