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.

Food stamps, which poor people don't get ahead from the food companies do, and gives the US a population that is to fat to produce an Army. 

Based in Alberta, Canada that produced modular container homes of up to sixteen hundred square feet (they have since expanded to larger offerings).

It can produce a great income, but it's a job and doesn't build real wealth.

We are looking to produce an income and value over time.

My best advise is to make sure your team has an acquisition specialist that knows the areas and which ones produce the best cash flow.

    $100-$300/month cash flow produces $1200-$3600 cashflow with everything going perfectly.   

@Joe Edwards-Hoff  Yes I believe conventional financing won't allow income producing agricultural property. 

This will likely produce larger financial rents back to you as well verses renting out rooms in a SF home.Best of luck!