Can anyone point me in the right direction as far as which professional (e.g. tax attorney, CPA,, financial advisor) I should consult with to help minimize the tax burden I'm about to encounter?  

I joined recently as well and this site has been more helpful by far than any other I have encountered.  

There are stickers on the door that it has been winterized.

I agree about the sticker shock checking things out online but with the vast majority of properties here 100 years old, and most severely neglected, the maintenance and heating costs alone are absurd and almost every one will need a new roof, foundation work, lots of electrical work and more significant repairs that just make it a nightmare and the low prices not worth it in the long run (in my opinion and those I've talked with in the business up here). 

Always remember application and theory do not always align perfectly, so prepare yourself to encounter some trials and tribulations along the way, but through a low of wisdom on this site, you should be ablel to avoid many if they very expensive pitfalls.

Aside from the millenials who are afraid to buy for a variety of reasons, 90% of the renters we encounter have credit issues...or they'd be buying.I would think that you can pretty safely have the potential renter pull the credit themselves and their criminal.  

IF he has filed a change of address with the post office you will get it mailed back to you from the post office with his new address on a yellow sticker on the outside of the envelope.

I have sticker shock!  

You can also rent to own a building - but we call it Master Lease Option.Anyway, one obstacle you might encounter is that the seller might require you to put 20% downpayment on a seller-financed building.

And the discussions I encountered were in agreement in that regard.