I understand this is a snails pace, however I am still a W2 enployee so all this will be a 2nd job for me.

They are prompt, proactive and understand property management from an investment perspective.  

That’s okay—what’s important is understanding the "why" behind your investment decisions.While your accountant’s suggestion is a great starting point, make sure investing aligns with your own goals and situation—not just because someone else is enthusiastic about a particular strategy.

I believe you mis-understand the process.

Investing OOS for the first time, and using a TK provider for the first time.I understand I'll be paying (significantly) more for a TK provider home.

If I understand correctly your siblings goals are to sell their rental properties, use the funds to purchase a primary residence they'll eventually move into, and limit their tax liability correct?

Buffalo changes very quickly block to block (not just ZIP by ZIP) and it is crucial that you understand this prior to writing any checks. 

As I am new to this and looking for cashflow using rentals, one key aspect of this investment is to ensure that the unit rents out quickly and while I do understand that cash flow to begin with might not be attractive, it can be a good investment in the long run if the location is right(as appreciation also kicks in).

My current understanding of the market make me disagree completely with that statement, so what have i missed?

Check your state laws on tenant abandonment - then follow them.You can choose to be more aggressive, but make sure you understand the risks!