I have my eye on at a 6 unit property in my smaller town of 30k people. 

If they refuse to leave, I would probably drop the issue but keep a very close eye on them.

If we look at things through the eyes of a regular home buyer we are doomed.

I have developed some guidelines for the next couple I have my eyes on:1) I wouldn't be someone's first... unless: I know them very well.

There is no reason you won't be if you keep your eye on your goal, set daily  goals to get there, treat people right along the way, stay humble and keep learning as you go!  

I know it's been posted before but I'm hoping for a few eyes on my personal analysis of a property I'm looking at.

I will probably keep an eye on the next round, but I may not even register.As for the bank, I will PM you(and if anyone else is looking for a contact, shoot me a message).

I am curious how rental income is calculated in the eyes of the lender and how that plays into the DTI.For example, I know a rental with positive cash flow can report as a loss for tax purposes due to depreciation.

(quite noticeable dent at eye level) If not, how does one charge for damage that can't be fixed? 

It can be a good way to build up capital to get into flipping or buying long terms holds.You would learn more about putting deals together, and if you are able to find deals and sell to flippers, you can keep an eye on what they do with it.