But I began this reply with IF, because if they are all cash-flow positive, I would personally not seek to pay any of them off early (depending on your age), and instead save that money to put towards obtaining additional properties.

It's about being a person great mentors want to help!

Any construction will come with LOTS of permits.I don't know SLT market, it's CA and im in NV, but I've helped more than one person sell in Incline and buy in Reno because the numbers work better for them.I suggest you look into property taxes, and tenant protections of NV vs CA. 

Looking to sell everything to 1 person instead of 130+ items to 130+ people.

Doesn't seem right to me, but I can't find any definitive information anywhere else online.

What  are the implications to me legally if I rent out to a person that has filed bankruptcy? 

For my own personal goal reasons, I am going to still with searching for a lender who will be open to it.

Furthermore, I have actively been researching and there is an ongoing housing shortage in the New Haven area, a consistent population growth, great property price to rent ratio, some new construction projects in the nearby area of the property and that it takes a certain type of person with great patience and “people” skills to succeed in these type of neighborhoods.

Often the money is the investor relations person who communicates with investors  On the Spark team I’m the deal finder and communicator.

I personally invest here for both the cash flow and appreciation.