I have found this does not work out well if you try to show ahead of time.   

The police use to routinely drive around the neighborhood, but they no longer do...Property itself is beautiful and I have great tenants.

From there you could work out a payout for bird-dogging for them.

I had to work out a deal with the bank to allow me to make only $650/month mortgage payments for the first 2 years so that the property could just barely take care of itself.

If he wants all his cash at once you could buy the house from him using an FHA loan once you qualify for the loan.It sounds like if this one does not work out you will be in a position come September to qualify for a loan yourself and not have to go a more difficult route.

Looks like classic BRRRR should work out.

There is such an enormous amount of work out there that they can pick and choose what they want to do that day and they're doing it based on what pays the most quite literally today.

Does it do this routinely? 

With the higher mortgage it now becomes a higher risk if I don't have it fully rented, where as right now I only need 2 renters and the numbers work out great.

There's plenty of work out there, and you can learn while making money.