It’s a little weird living in a small trailer when I’m a homeowner, in fact I own three houses
He owns properties [edit: Missread the place]. I think he is fine. Not NY, NY:
"in fact I own three houses: A fixer-upper starter home in a rust belt upstate New York university city, and a patch of beautiful remote rural land with 2 pretty humble and simple cabins on it an hour from the city house"
Maybe the solution is AirBnB.