It's why multifamily is so popular.   

@Ronald Fontenot Jr there are a few options.It may not be a popular idea...but he could rent it out and be negative cash flow. 

Some areas that have been popular among real estate investors in recent years include Texas, Florida, and parts of the Midwest.Another thing to consider when looking for a quadplex to invest in is the condition of the property.

DTLA seems to be the most popular right now and it's the area I have the best spot for. 

Needless to say, this is now one of my nicest and most popular units :)Let him stay and continue to pay you back for all of his damage.Also, this is a good reminder to do inspections every 6 months.

AirBNB is very popular here, and all the rooms in the house we currently stay in are always rented out on AirBNB, mostly to medical travelers for about 3 months at a time. 

Real Estate investing is very popular and contractors know their services are needed.

I am not sure about Airbnb but I do know bed and breakfasts are popular.

Grant Cardone has sure made this thread super popular. 

@Evan Bellingar  well good luck.. you might want to start with  " I will trade Oregon Pinot for a deal "  :) its kind of ironic I lived in the Napa valley all of the 90's and was in the logging business in the Willamette valley at that time.. can't tell you how many tracks I bought logged and then sold off.. not thinking that the Oregon wine industry really had any legs.My friends in Napa ( they owned famous wineries) would just tell me that the tonnage yields are just to small and of course this was before Sideways made Pinot so popular.