STRs sound like too much work to me.Portfolio income = stock dividends, interest income (from banks, credit union etc), Master Limited Partnerships (Form K-1), Business Development Companies (Form 1099), bonds, interest earned from investing in a real estate debt fund, interest earned from being a private lender

You can also structure your offer with I know at least a 2% seller credit so that you can be paid at the closing table when you're buying. 

Which I don`t really blame, since if you look at our zillow history, the property has been on the market for so long, and the price has been lowered a few times.

You will make less per transaction and get less credit, but you will understand all the systems and have clients.

The investor's theory behind his suggestion was to use the 500k loan to wipe all debt and only pay on the new loan, I'm not sure if this would be advantageous financially due to my current debts monthly payments set at: LTR = 1900MTR = 1500HELOC= 550Vehicle = 850Total = 4800 monthly At current loan rates for 500k, and a 800+ credit score be a lower monthly than the $4800? 

We accept cash, credit, check at any time of the month, for any period of time.  

From online research, I was able to find out that other cities in Ohio tax all your income (w2 & rental income) if you own a property there & some give you a small credit for taxes paid to other cities.My question is, if I buy a property in Cleveland (or a CLE suburb), would my w2 income be taxable in Cleveland (or a CLE suburb)?

Verifying last 2 years of rental history very important!

We're going to furnish the property and I was wondering if anyone has done this, and if so what credit card do you recommend?

I'm moderately experienced in subject-to (had approx 6 over last 9 years), but this will be my first time as a seller with the underlying loans in my name and more of the risk on my credit.