The company red tagged it.

That right there is enough of a red flag for me.

In short, if you're not renting every week of July-August and every weekend of the winter, you're taking losses, particularly given the ridiculous prices I'm seeing new investors pay farther north in vacation areas like North Conway or the White Mountains.And looking solely at North Conway's recent court case is a red herring: plenty of small towns around the NH continue to enact knee-jerk reactions and excessive permitting/regulations as a reaction to STRs assumed role raising housing prices and shrinking supply for local residents.

I'm sure there's money to be made there in real estate, but it seems to be heavily reliant on one industry (Army) which is a red flag for me when it comes to evaluating markets. 

I know that comes with much red tape with the different zoning laws.

No delays, no red tape, no custodian transaction fees each time you perform a transaction.  

Being aware of issues and taking no action is absolutely a red flag in my eyes.

The biggest changes were simply making the place new buy re-painting in neutral colors, replacing some very bold colors they had before; such as the dark red dining room.

I am not in the red or anything overall, just have a few payments all over the place so was just trying to put them under one umbrella instead to make a larger payment instead of 4 different ones. 

Red Stick REIA is probably the largest, and The RING is the other.