Pay down the cards, break the habit.  

If you can at least break even or makes a little bit of cash flow.

STR even more than LTR are management intensive and the host can make or break the ROI. 

Sounds like great prices but 9 repairs in 12 months called in by tenant, it seems to have finally stabilized after owning for 18 months (no repair calls in 3 months so far), stolen AC unit, attempted break in on other house (alarm scared intruder away).

However, it seems risky to own a property that you would barely break even on each month in the case of an unexpected emergency.

Let me break it down.

I've had continuous problems with my account connections breaking...it's happening at least once a day.

I don't know your state but I suspect you would be breaking some law, as you are likely unable to legally market something you don't own or have use and possession rights.

You can PM me or send me an email which you can find on my profile because BP won't let me post it here in the body of a message.  

I had been using Stessa, which I really loved, but it is buggy and the banking connection to Chase was continually breaking, which I needed to re-connect, but when I did that I had to go through 200+ transactions and re-allocate the expenses.