He doesn't have to worry about a rough needing replaced or a tenant causing $20k in damages after one year living in property.  

If your tenant starts a kitchen fire and the insurance provider finds out it was a rental, they will deny your claim.Landlord insurance still covers the property, but won't cover your personal belongings since you live elsewhere.

PMs have to keep the utilities working for various reasons (uninhabitable living conditions, pipes freezing, etc) and you can't count on a tenant like this to do that.

Buy a 2-4 unit property with an FHA loan (3.5% down), live in one unit, and rent out the others.

He will live there and watch over the three teak locations and animals.Got the site and pad ready. 

Last thing to look at (and right out of the pages of our client's own experiences) might be starting a transition of wealth in the form of using 1031 strategically to purchase property that your heirs live in until you pass and they inherit. 

Quote from @Nicholas Dillon: Hey guys,I own 2 LTR properties, plus my primary home that I rent out half of the year while I live in Indonesia with my wife, who is Indonesian.  

However the older generation that lived through the 80s really like that arcade cabinet and they are the ones paying for the trip. 😉 

AKA are you living at home not paying rent?

My plan is to live on the upper unit and rent a room out to a buddy and turn the lower unit into a midterm rental.