Every once in a while I think about paying down my debt, but since I have a good steady income, I realize there is not much benefit numbers-wise to doing that.

I consulted the prior owner and she told me that it must be that conditioner was not running at proper temperature.

Great steady job growth!

Also, the feedback was, since it's winter, the outside water temperature is so cold, and the water may not be fully heating up.

The W2 income is steady.  

Disability checks from the VA means steady income which in turn means you shouldn't be worried about chasing down rent.

Cash returns are low but steady appreciation and ease of management are pluses.

Now that you have a pretty good picture of my current situation, should I quit my job once I get my real estate license and work for a Real Estate Company here in town and just live off the $55k until I start making money for myself or stay with my steady income and try to flip and learn the ins and out in the 1/2 day of free time I get each week?

The housing market in Indianapolis is predicted to not just hold steady, but even produce reasonable growth in a number of key housing metrics, including valuation.

The cash flow may be okay, but value is fairly steady.