Has anyone had any success with buying motivated seller leads or buying into a website that produces them for you?

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.

Clean it up, put on a fresh coat of paint, and list it on the MLS to attract tons of buyers, including retail buyers!

Larger holding are able to afford and attract more competent, more interested, and more attuned management.  

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.

Maye invest some money into improving the property to attract better tenants?

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

The 'what you get' for the money factor is highly applicable from Brookings to Astoria and licensable STR coastal vacation rentals are still regularly attainable at workable terms, Luxury and oceanfront and lakefront properties tend to perform above the 10% of valuation in gross annual income for prime coastal STR's and as an example I've seen a $2.1 Million Oceanfront home produce $300k in gross annual income.

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