DSTs can act as parking arrangements, providing more time, and they can later do another 1031 exchange out of the DST.

Great to hear about your focus on Providence, Pittsburgh, and Allentown!

In the 4 states I hold/held broker licenses, all required this knowledge (in BASIC form) for licensure, so the required educational courses should provide a decent foundation.  

Buying as a vacation rental could potentially qualify for a lower interest rate, but you’ll likely need to provide proof of personal use (even if minimal).

Do you know any insurer that would provide the 1 million dollar coverage?

I also work in the Rochester, NY area providing deals for cash buyers.

@Morgan Vien For your Oregon rental property, forming an LLC in Oregon can provide liability protection specific to that property.

This also includes any potential benefits for tax losses, no matter where they are sourced to.Given the property is in MO, it would also be subject to income tax reporting in that state, unless there are any exceptions to having a filing requirement there (I don't know MO rules off the top of my head).  

They are valuable and provide insight on how to decide on how much to without for capex, maintenance, vacancy etc.

They can talk to you about your situation and provide some guidance.