Quote from @Gary Monroe: Personally, I think going for the SF home might be the better bet in the long run.

I bet the first are all cash in 3 days no contingencies.

Bet not, my bet is Phil Grove doesn't teach what encumbrances are much less how to  use them  to make money!

I am willing to bet this is a violation of air bnb s old policy, probably of any other listing platforms they’re using, and potentially of the law.

Expect financing anywhere from 80-90% of Purchase, 100% of rehab (funded in draws), up to 85-90% LTC.Your best bet is getting it in front of a number of lenders efficiently to see who all the 'real players' are for you in this scenario.

House hacking is going to be your best bet.

Less affluent areas that will benefit greatly from occupancy taxes and tourism may be a better bet.

A judge won't hold them responsible for a long duration lease it they break it but I would bet they will hold you responsible if you try to break it. 

I know it is typically only used for finding vendors when you have an issue but I bet the right handyman would be open to your proactive search.

The airlines are betting on it big.