Another month with good solid returns from POL.  

Typically want more than $100 a door but you also need to look at Cash on Cash Return. 

My aunt will not be returning to the house as it brings far too much emotion.

While the returns can be much greater, the cheese moves much faster in the game of short-term rentals, and the knowledge and strategy required when it comes to existing and future government regulation (on the city, county, and even state levels) is hugely important as one could get put out of business at any time.

This will help you and your accountant when you prepare your tax return.

If you think you'll be able to remotely manage contractors in Baltimore City, you will lose all of your money, quickly, it ain't easy, that's why the returns are high.  

The problem is that I'm running into issues with the refi process due to my debt to income ratio.I have a W2 job that pays well, but I also own a business which had some pretty steep losses in 2015 which flowed through to my personal tax return, and smaller losses in 2016.  

As you have realized most problems in real estate are minor and with a little patience and research can easily be turned to your advantage

Right now I spend a lot of time analyzing deals and writing up offers (via Docusign, which I am generally happy with) and it'd be great to have something that could easily integrate and pull useful MLS data into an analysis sheet.

@Michael Lee Gunderson You're best bet - if you'd like to get decent returns - are real estate related investments, such as private lending, tax liens, and mortgage notes.