Plus, if you ever find yourself thinking about placing deals in markets I know a thing or two about—like Phoenix (my backyard) or Austin—I’ve got connections that could give you a running start.

When I market my long term (1 year lease) rentals as available I have only ever used Zillow and Apartments.com. 

If you are living in a place that is satisfactory why not change the arrangement with the landlord?  

For instance, the latest regulation in my state starts: "830 CMR 64G.1.1 repeals and replaces the regulation formerly titled as "Establishments Subject to the Room Occupancy Excise" and reflects the statutory changes enacted by St. 2018, c. 337 and St. 2019, c. 5."

-Have you seen a change in demand for student rentals?

I've seen where people add so many loan extensions with optional payment.Say 1k gives you a 1 or 2 year extension and this can be done 4 or so times.This agreement could be changed so many ways to make it work.You could offer a higher interest rate after 7 years to extend to 15 years.

Don’t ever invest and hold.

Anyone who has ever tried selling a successful (profitable) business will tell you it's not that easy!

It's a former adult care home, so the layout is shared bathrooms, and this would allow me to not have to change the plumbing layout while offering a competitive price-point and unique experience to travelers.

And with that, the investors have to hold themselves accountable for whom they selected, ever wisely or foolishly, to invest there $ behind.