@Jeffery CooperIt would be best if you discussed lease renewals 60-90 days before the lease ends to ensure decision-making and transitions.

Our first lead was very interested and eager to book but our dates did not align with pre-booked guests form Airbnb at that time as there was a bit of overlap from ending our STR and transitioning to MTR.

Lots of transitional housing tenants!

Doesn’t allow for much of a gradual transition. 

Don't know all the details yet, but I found this link which gives you a better idea of what they do and how they promote. https://seniorlivingsmart.com/...Essentially, you join their network, become a "certified buyer" and promote the "ease of transitioning" out from ones house in a quicker time frame, no realtor fees, etc. 

For those 2019 properties, even if they have fixed rate, long term loans, when the loan transitions from Interest Only to Amortizing, that can eat a lot of cash flow.  

Definitely target transit friendly areas that are within a 15m walk of the T.

I own couple of single home rentals in Tampa Florida and have always wanted to transition from long term to short term rentals.

Might not be 100% safe but it seems like a pretty sure betThe ATM industry is in a huge transition. 

But looking at the scale of the operation I also understand he did not have another choice - tractors were not invented yet.The transition will not be quick and it will not be painless.