Actually, the last long article I read about him says he bought all the homes around his in Miami ... and that he sits alone in a room watching multiple TV stations at the same time. He does this as one of his employees posts the Drudge Report website with which [supposedly] he is not one on one.
He is said to be a total recluse.
Having said that, I cannot disagree with you and have no idea if the Drudge article is correct.
He’s got a nice background pic on twitter. Someone with a laptop lounging by a pool.
Wow I had no idea he must be deaply disturbed prayers fr him he was the first true internet newsman