The other non-math issues I'm good handling myself. 

I have had no issues with using their rent collection services. 

I understand this is not a requirement, but I have never received a damaged unit from an inherited tenant or any legal issues.

A lot of the top places have seasonality issues so don't let it scare you.

Insurance is definitely an issue there, and will continue to be.

I took the next 5 months to tackle everything myself spending approximately 17k in supplies and tools + paying a plumber and roofer 4k total to fix those issues.

UPDATE:  After 4 days of back and forth with Airbnb CS, they finally decided to do the right thing and issue my payout for a reservation that a guest cancelled in the amount of $1,333.75. 

If using a private/HML loan for the first part of the BRRRR, you'll want to understand the terms and conditions and timing so that there's not an issue when you refi.

That does not mean there aren't issues to consider.

They might only skim an inspection report and trust me to find issues.