Maybe determine a cash-on-cash figure that aligns with your comfort level.

Choose weather-resistant furniture and add some colorful cushions for extra comfort.

I could pretty comfortably afford my monthly out of pocket payment due to income and help from my partner. 

What would you do if you were in my shoes @Jay Hinrichs?  

Ultimately, it boils down to your own comfort level with risk tolerance though.2.)

Sure you could invest it in something else, but many real estate investors know real estate really well and are most comfortable in that space.What is your tax situation?

If I am comfortable standing before a judge, I'll charge.

But I believe that, on paper, this app does actually do most of the stuff I said I wanted in a property management product.All that said, if you are comfortable using an app for everything, and/or if you have a pot of money you wouldn't mind rolling the dice on to earn 6-8% interest, by all means give it a shot.

What would be your 10 year retirement plan if you were in my shoes? 

@Glen WileyI agree, I'm not comfortable letting just anyone stay in my listings.