But there will still be a market for your rental if you are restricted to 30 days.After a season renting short-short term, I switched to short-medium and happily collect $5800 a month from retired doctors from Chicago.

Force them to jump through the hoops and force them to declare themselves disabled, and to get a doctor to vouch for it. 

I don't think there's anything wrong with paying to learn stuff - hell, I have a doctorate, and I spent well over $100k on my own education.

Unless you're a doctor, engineer or some other high paying profession, I would suggest getting your debt down to a manageable level first - if only for peace of mind.

Same for doctors offices.

Many residential properties in good business locations can be modified and converted to insurance, doctor/denist offices, gift shops, rest/tea houses, used car dealerships, hair saloons, lounges/bars, not far from me is an appraisers office.

Society needs dentists, engineers, and medical doctors of all sorts for example.

I did it with 100% private money funded by one of my best friends dad, who is a very successful doctor and owns several hotels and apartment buildings.

On the third trip the doctor pretty much said there's nothing wrong other than being 92 and we can't fix that.

A fellow here on BP coined the term; play Doctor.