This never happened before and has happened in my last two characters.
The first time I made Primm Slim sheriff. It was weird, but because Nash still worked as a vendor, I didn't mind.
Second time I make Meyers sheriff, they don't leave and Nash won't trade, says let me get back to my shop.
Beagle is the only npc to actually leave.
I thought at first maybe a convict still around, but scouring the are and the Bison has found nothing.
Meh.
Edit: I waited until casino opened, and still they remain and Nash says same.
Also, I gambled and only won 2000 chips before I was banned. Been awhile, but I dont recall it being that low. Eas fastest gambling I ever had.