I am looking to open a second location, expanding my very successful boutique hotel business.

Wholesaling requires you to be able to properly price properties to know how much to offer and costs for rehabs.

Besides, how would you like to be the proud owner of a new tenant who had "properly cited information" expunged?

. ;^)A good HOA should have done this properly for fear of legal action.

I’m now in the process of expanding the duplex into a four unit.

This just makes sense if your intention all along is to help your tenant to buy.As I understand it the Dodd-Frank Act doesn't apply to lease options when they are properly set up.

Good luck, and i'm super duper analytical and trying to be paralyzed but also make the proper decision and pull the trigger, luckily I moved from my first home and turned that into a rental. 

Just make sure you ask for option period and put all the proper language in the offer.

I'm sure there are numbers that I currently do not have that I need to properly analyze this. 

In my opinion, the management fee should be enough to keep the lights on but the sponsor should be properly motivated to maximize annualized ROI by taking part in the profit split.For big Wall St funds, we've seen that some don't care as much about the upside as they do about their management fees, which are hefty given the huge amount of assets they have under management.