I am of course partial to KC but there are many east and west coast people that do invest here.

The business is in the northwest suburbs, but they can, of course, close remotely!

How about the individual who took a social media guru course and now believes there are sellers lining up willing to accept terms seasoned real estate investors have never seen in their lifetime. 

If your accountant offers QB training or consultation, I would recommend sitting with him for an hour or two to go over your set up and procedures, this is also important.

In that way, there will be an official trail of the agreement.Of course, best answer is consult CPA.

I would love someone who is an active real estate investor and is trained in tax strategy (not a requirement but the more first hand knowledge the better) Anyone got any recommendations for me?

Of course, if it later turns out the grantor/borrower lied and was married and the property was the homestead, the title insurer has a problem, unless the DOT was for the purchase of the property. 

For context, I currently have 2 multifamily in NYC (2 family + 4 family) that were bought over the course of 10 years.  

-I will have more various home expenses in the long term that I would never need to pay if i stayed a renter.At first glance, my thoughts are i'm not paying $2,500 / month in rent so of course buying a home is a better investment.

If there are hiccups along the way, such as a long vacancy, my staff is trained to call or email the landlord with updates (weekly is the default, but some landlords don't want that).A five-month vacancy cost you $7,000 in lost income, plus utilities, landscaping, and other expenses.