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.

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

I am old school I would never personally do that..

Sometimes people who are comfortable managing the details of a job will hire a less skilled person to do it knowing they can get a MUCH better price and a "decent" job IF they themselves stay on top of how the work is being done.

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.

I wouldn't fix a faucet there without a gun on my person.

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