Even though I love cats and have 2 of my own, the tenant disobeying your rules like this is a big red flag.

Some other cities are highly troubled due to corruption or long rooted issues (Waterbury), and some of those are further along to improving (Bridgeport).  

Real estate investing 101.Hard money lenders usually lend 65-75% of the project cost, charge 12-14% and 2 points for origination. 12% fees is a huge red flag, the only you'll get from "Midwest Corporate Credit" is an ulcer from the stress of losing $7,200.Raising $60,000 isn't too difficult, if you talk with friends and family and maybe a real estate attorney or two you should be able to raise it.

Is that normal, or does that wave a red flag?

People who are looking to buy are looking to set down roots, maybe have a family - in short, they're probably looking to stay a while and will want to have a lot of bases covered right off the bat (whereas renters may be thinking they will move or buy elsewhere 'when the time comes' whatever the 'time' might be).

Due to my business strategy,  I am in the red year over year and managing property is my only job.  

They could make it so that anything other than "no" in the "funny business" column was bright red, but that's nitpicking because a single "yes" in a sea of "no" is going to stand out anyways.

I wouldn't make waves over it, just do what you have to do to not raise red flags. 

I just had to have previously given blood to the Red Cross 😁.

.* he had fallen getting out of a cab and he couldn't walk for the next few days* he had spent all the money we'd already paid him on fixing up his own house and couldn't pay his subs that weekSo many red flags and warning signs along the way.