I would look for markets that already regulate STR rather than gamble on those that don't.

@Tassany Prasoeuthsy history is hugeIt’s cool if you make 100k a year and have no problem paying but if you don’t have a credit or rental history that is some proof of being responsible in the past then I say your gambling by accepting them.

Why start "gambling" if you don't need the money?

@Dawna Willis if possible don't gamble with your retirement or if you do keep perfect records.

Basically if I had to gamble I would do it in Arrowhead, my personal preference. 

It was a good gamble. 

Real Estate Investing Is a business, like any other business, ( needs attention, love, systems, and diligence) if none of that is implemented is just a gambling game. 

In that situation, the gamble of the combined storm factors seems less with non-bridge debt.

If you remove the appraisal contingency, you are gambling - no other way to put it. 

Could very well be worth it in the long run but not a gamble I have the skills or knowledge to take with confidence at this point.