And I note you completely skip the mountain sized hole I blew straight thru your premise.

I think it’s only a matter of time before most investors begin to value their time over the size of their portfolio/monthly income lol

I would prefer emailing off some info and getting a rough quote before driving over and sitting down for a 2 hour shakedown by a new agent.I would also prefer me current agent not know I am aggressivly shopping around.I have a medium sized portfolio, 7 houses, liability, an auto, RV, renters policy etc.

You won't pay anything up front, only a portion of whatever they manage to collect.

And you pay an annual "lot lease" to the park that can range from $4,000 - $12,000+ depending on the size and location of your property.  

I think HH provides these new home buyers the opportunity to purchase a home with some financial flexibility being able to rent out portions for extra income. 

Per code, as-of-right, a building with a CMX-1 zone designation is permitted a maximum of two or three dwelling units (dependent on lot size) plus any applicable housing density bonus pursuant to section 14-702(7).

That is quite the open ended question given Chicago and it's size!  

If it is a normal 70/30 leveraged property, you may end up subject to tax on 70% of your returns anyways - so cost benefit, is that 30% tax free portion worth the high tax rates paid and additional filing fees to get tax free treatment on the 30%?

Certainly using cash or that of a lender/transactional funder to close your original transaction, then close your B-C is legal as far as that portion is concerned.