@V.G JasonThe great MJ DeMarco says that you should become a producer before a consumer, and your statement highlights what MJ says.

The area I invest in produces good cash flow and good appreciation as well.

Duplex produces more income, easier to rent, easier to repair and in expensive markets has the potential to appreciate more.  

Brad can be found on FB and on his web site: https://bradsumrok.com  And I suggest Old Capital pod casts.Regards, Charles LeMaire

The most income producing will be rent-by-the-room and you'll be easy to fill the spots being a student yourself.

Renting this property by the room, as we do all our rentals, this has been a phenomenal experience and it continues to be one of our best income producing properties in Indy with little turnover.

The kind of coffee  grown, and the grade which will be produced.

Some of the top producing areas we've noticed in terms of pound for pound ROI and generally smooth path to STR permit currently include: Florence, Brookings, Waldport, Nehalem, Lane, Coos and Curry Counties, and case by case Rockaway Beach (three oceanfront STR's for sale with permits) Lakeside and Bay City. 

Trying to keep an existing tenant often produces more trouble than it's worth.To answer your original question, you should absolutely give them a deadline and a consequence.

v=oB6iQnyO1c4This is the web address of the discussion with Gary Pickren that John U. referenced.