The best way to get a good contractor in my opinion will be to ask for bids on what they perform.

Whoever taught you that I would go to them and do what they did as this setup for an ownership structure in my opinion is far to complex and your CPA is going to be scratching there head at end of year with all the tax stuff they will have to do and how you have to keep bank accounts for each entity and move money form one to the other to the other....

@Dylan RobinsonI don't think so, I think its just a matter of if the numbers make sense there isn't too much more to think about in my opinion without ending up in analysis paralysis.

When people express concerns about starting an Airbnb in smaller markets, it genuinely amuses me, as this experience has proven that success is not limited by location.

(Again, I know it's preference and variables but generally and in your personal opinion with your experience).TThank you in advance for your input here. 

I have an exhaustive list for my investment strategy and I’m looking for second opinions.

@James Wise When reading his reply, my interpretation is that he is not providing "property management", in his opinion.

Residential, in my opinion, is a hassle so I am getting rid most of those properties so I can reduce my hands-on activities by 90%.

sounds interesting to partner with him as I don't live in the states and can't get a mortgage as I am not a citizen so would be nice to have someone that has knowledge of the US market and that already has a team in place.Any insight to this guy or even your opinions about this  would be much appreciated.

Anything else is in poor taste in my opinion.