She is a single Mom who has had an undesirable "boyfriend" hanging around for several months. 

If the occupants are undesirable, I'll certainly have a friend with me.

While there are many other factors for making an area "highly desirable" or "undesirable" generally you should know the trends of things that matter to the tenants such as: schools, crime, local economic developments, companies relocating in or out of your area.According to latest stats, it appears home ownership is at lowest levels in way long, hence you can assume (pending the fannie mae 3% downpayment upcoming thing) that lots will rent.

The guy thought I was dragging his name through the mud when he read this post, but I was just inquiring who had used him before.

You called it "street cred", I just call it willing to work your *** off in the mud if you have to in order to turn a profit.  

Check for insect damage since it's the mud sills and everything were done a little differently back then. 

I'm throwing mud at the wall, but it looks like you're cashflowing around $300 - $500 / month but not putting that back for your safety net.

Covered boat (and covered boat motor) with an intact not ripped, commercially available boat cover, on a trailer with inflated tires and a hitch lock.Set it on 3 pavers to help it not slip into the mud as much.

A house is a product, and like all products some are undesirable.

Also, from what I see, distressed properties are in an undesirable location for me as a single woman.