Especially when those 2nd, 3rd, + properties are being used as passive short term rentals. Observing the state of the housing situation “Hmm there aren’t enough homes for normal families to each have a chance, I should turn this extra property of mine into a vacation rental.” does this make said person a POS?
Oh sure, like myself. I hate the idea of ownership. Ties you down and comes with a ton of extra bills and upkeep… I prefer the flexibility and ability to f-off if something bothers me at any given time. But that’s not the point the OP tried to make, so I didn’t even want to bring that argument :-)