Or would the investors above been aware of the extremely high risk associated with these extreme high returns?    

Too many investors are not aware of the tax benefits and extra cash flow that could be theirs.

I have reached out already to make them aware of this.

No pricing tool is set it and forget it that I am aware of, however I think PriceLabs is the most user friendly for small unit portfolio and I think the price tag is definitely worth it. 

I’m also aware there could be tax advantages to running a rental business, which could help offset the shortfall.I’ve had experience with short-term rentals in the past, but I found them to be a headache.

My partner and I would still do it when the seller was made abundantly aware of the situation and it was the right solution for everyone involved.

This is a huge mistake as there are other terms and lender administration processes that will have a far greater impact on how much cash is truly needed to execute on any given project and that's the cash amount borrowers should be aware of.How are interest payments handled?

However, if your current interest rate is low, be aware you will be buying into a deal with much higher interest rate with today's rate.For your new purchase, you should be able to use a DSCR loan and get financing without income as long as credit is good.

Is there an automated process I am not aware of?

Given the seller owns both properties it’s quite obvious they were aware.