Other ideas are appreciated.Stories of what others have done in this situation are also welcome!

Sounds like you've read through some of the posts about screening tenants - some may translate to your situation some may not, give it a re-read and it may hit you like a ton of bricks that - that is just the question I need to ask - write it down in your bullet points.Sounds like things are pretty crazy with moving out and whatnot, but do get your pictures together as soon as you can, even if you have to shuffle the mess from the kitchen - take your pics, and then move all the mess back into the kitchen to take pics of the living area...I'm sure that'll be a PIA, but will take your mind away from not having the pics up in the first place and ultimately feeling self-conscious about not.  

I'm looking for anyone who has any personal insight on a similar situation to this one. 

There's a lot more that obviously goes into this but I hope this helps and feel free to reach out if you want me to take a closer look at your situation.  

Keeping that 0 deals in mind (and actively looking at making my first), how should I approach this situation?

That's an example but something in the middle ground that works for both of you.I'm a bit non-plussed with some of the large multi-family syndicators who like to talk about how they can force rents up for lower income people and in almost the same breath talk about how they help the same people with their charity...I think, like everything else there is a productive middle-ground where you can earn good returns and not force people into bad situations.

Trashing the unit is always a risk no matter the tenant or previous living situation.  

"Sir, the best was I can support you in this op is if we do A,B,and C" They would look at the situation and sometime they did A,B,and C.

Since you put it in, I would let it ride and then work it out.Just my random thoughts without any real knowledge of the whole situation.

So let me preface this with the fact that I know nothing about notes or how to create one, so I could use some advice here...Situation is this: My sister is moving to Pittsburg and realized its actually cheaper to purchase than to rent.