I think he's in over his head in every sense.
Owning property can be very deceptive. I know many a landlord who has had several million dollars in property, only to be financially on the verge of bankruptcy. The smart few will bail out on time. Most will end up bankrupt.
I have several rentals. From the surface it looks impressive. In the end it is a business. If I covers costs, and leave a small balance towards repairs I am happy. There is always that thought ‘what if a couple of my tenants bail simultaneously‘! Everything is not always as it appears.