It doesn't matter how nice they are. 

Sometimes the tenant just doesn't know about them or their situation limits their ability to apply.

Telling sellers everything wrong with their house and justifying your offer with repair costs doesn’t build trust—it kills it.

Both Business' are real estate, so that doesn't really matter, just the fact I need to have double the QBO subscriptions. 

I've considered going Dave Ramsey and buying a house with cash and upping my budget to $100k in a smaller market, but that would blow almost all my savings, and $100k just doesn't get you much anymore.

Just because its cheap doesn't mean its going to be a great deal because numbers may look good.

And doesn't really have an income?  

If I had to leave a takeaway from this post before getting too far in it would be that whatever goals are had you have, we have these goals for a reason and typically it does not go exactly as planned but even if it doesn't go as planned, we can pick up where we left off and give it a fresh start.

•Are there features you’d want to add or problems this doesn’t solve?

Do the math and you'll see it doesn't make sense.The best way to invest: increase earnings, reduce expenses, and save.