It's hard to find comparable properties as quads are somewhat rare and my rental units are efficiencies of various sizes. 

I would talk to your CPA and run the numbers to ensure a 1031 exchange is worth it.

We focus on STRs but ensure the LTR rate out cover the mortgage (I double check expenses).

We've already agreed on rates, and I'm going to ensure all the paperwork protects me just like it would any other lender (proper contracts, personal guarantee, etc)The part I'm unsure of is what type of entity it should be under, just a regular LLC?

You won't be there to see daily progress, so will want to ensure some level of visibility (even if its Facetime or pics each day).

The only thing that I can think of is that my memory is off and I was selecting homes from the list and not from the map, I don't want to sound like "that person" but I am confident that I was selecting properties through the map to ensure that I was getting properties in the same neighborhood.

Losing tens, and sometimes 6 figures, worth of value can hurt generational wealth.I always like to ask questions before getting emotional just to ensure there wasn't something I missed on my end.

You will only know what is best for you if you talk to an attorney about your risk, then you need to talk to a CPA on if the structure that the attorney's recommended structure is tax efficient. 

Moving to CT from MA just got my first deal have learned a lot but have some very worries on the tax side of everything i want to make sure im doing things legally and efficiently 

However, landlords are encouraged to work with their attorneys with respect to criminal denials in order to ensure compliance with laws related to fair housing.