3) My understanding is a bank will loan you up to a certain number of homes (4 maybe) and then they are gonna not be so inclined to keep loaning to you and maybe make you do investment properties.

This could help greatly on reducing taxes in early years.On a personal note, I would personally be more inclined to rent a lake cabin if there was a boat.

If you are naturally inclined toward project management and flipping, get that process running smoothly and then focus on developing your business in the other areas.

I'm definitely inclined to become a real estate agent even if its for the experience alone but this puts some of the costs into perspective.

Depends where the money is but I'd be inclined to just invest in your personal name or a trust (I would not set up one just for this purpose).

I would be inclined to say that this very well taken care of/newer, 100% occupied complex, that is located off of a highway in a town of about 100 people would fall in the 7-8 range for Cap. 

If I cared more about appreciation and less about cash flow, I might be inclined to sell. 

To that end, a builder would be far more inclined to give you (for example) $5,000 worth of upgrades or incentives than to give you a $5,000 price reduction.  

Airbnb has been on a steady incline in terms of listings, booked nights, and revenue generated since its inception.

They can give you big picture numbers and connections if not be interested in a JV themselves which would incline them to spend some time helping determine viability and maybe even a pro-forma. - reach out to syndicators- good CPA's are well connected and know the numbers.