I will say that my personal opinion is this is a very typical contractor, and its a classic scenario.  

The Real Estate Game by Pervu(sp)Classic Foundational Book

Central air would be a huge upgrade, and would probably allow you to raise rents.As far as a refi, if loan is over a million, you can go to Freddie and get some great terms, 30 yr amort, 4.5% rate, 10 yr term, 3 yrs I/O.This is the classic refi & roll.

It’s the classic story of the rich taking advantage of the poor.

I think it's unrealistic for someone that has been there for 10 years for you to say to just leave or give them a few hundred bucks and they will happily comply.If you wanted it vacant you should have requested the bank deliver it that way before closing or do a DEEP discount to account for the trouble you will deal with.A classic mistake I see is a bank will leave a tenant because they are being trouble and sell as-is.

@Chase Romine @Jazmine Bryant Here is my "starting up" collection:Read http://greeneincome.com/index.php/2018/10/29/ideal-vs-desperate-investor/Read Dave Ramsey book "The Total Money Makeover: Classic Edition: A Proven Plan for Financial Fitness." and complete the baby steps there.Read Scott Trench’s book “Set for Life.”Finish the school and get your degree - you'll need it later, especially if it's business management.Get a job first where you have W2 income.

classic case of an issue only being as big as you make it! 

Now that is classic!

Welcome to the Classic City!

Classic!