I think the best advice someone can give someone starting off is to find your passion and focus on that one thing there are a lot of shiny objects in this industry and a lot of temptations to follow a different path than what you are on.

@Scott H. what is a great market depends on your own goals and objectives which you haven't stated in your post.

I kinda feel like my rentals are doing pretty good, but am wondering about some kind of objective measurement that verifies or contradicts what I think. 

With some attachment to the home, its hard for me to be objective.

You should then have a really strong amount of cash flow to satisfy your main objective which is to pay down student loans.

Do you want to become a RE Investor, own a business, what are you passionate about - what would you do if money is no object? 

We'd prefer to grow our business in our current market, but clearly rent to ARV rates are out of balance when compared to our objectives.  

I believe I got sidetracked by various people throughout my education process and the flip started to become the "shiny object" that could easily derail me.

Even if you were able to find coverage in your current policy, the damage would need to be cause by a cover Peril, such as Fire, Falling object, etc.  

https://www.jcs.mil/Portals/36/Documents/Doctrine/pubs/jp5_0_20171606.pdfGoals (objectives) drive the plan.