Setting up 3 airbnb units in 6 months has been exhausting.

The fact is, the best way out is to exhaust every effort getting the best results from the current contractor.

It sounds eloquent now stated that way but it was brutally exhausting for an extended stretch basically being full time in both businesses before I jumped out of the old one. 

Not withstanding that some communities require a local manager.

Can you withstand a price drop and rental stagnation for 3 years.

Holding raw land is a game that requires the ability to withstand negative cash flow for long periods of time. 

I have done the cash out refi/HELOC simultaneously as part of my first deal and it was exhausting!

Commercial Umbrella (in commercial there is also "excess liability")An Umbrella policy provides additional Liability coverage if the underlying policies:   a) Home, Auto, Boat, rental dwelling, etc on a  Personal Umbrella   b) General Liability, Business Auto, Workers comp, etc for a Commercial Umbrellaare exhausted in a claim. 

So I think its also important to buy RE that can withstand the test of time and your going to hold . 

., creative strategy to scale and form a cool niche.I’ve worked on several STRs at once, and found the approach exhausting.