This is a joke, but he legitimately does sound like a bad investor. The problem is, you can become a property owner simply by buying and being lucky. There’s no skill required.
So there are a lot of people like that who say “it’s hard to own even one property”, as if collecting rent and mailing some checks is hard. I know someone who has like 6 properties, even commercial property. It’s not a “full time job” even with that many.
Updating properties to sell or rent for more money is work, but the actual act of owning property is mostly waiting for checks to come in. Honestly there should be a test on laws in the local area to rent out property. Lawyers need a test just to read and write contracts; real estate agents have a test.
Bad property owners shouldn’t be allowed to take their stupidity out on tenants. If you don’t live in the building, you should need to pass a basic test for a license that can be revoked.