She also does some light plumbing, painting and all cleanup including caulking!

Mess & style of tenant will 'color' the perception of the prospect.Move'm out, clean up/paint as necessary. 

Would there be any way to receive compensation for the damages done if we had someone get an estimate of how much it would cost to clean up the op and remodel after she moves out?  

With that said I know it could be a huge mistake to let them stay but if they evict them I'm going to have to do a good bit of painting and clean up and possibly buy appliances.Also wondering if they will trash the house.

Terms accepted by a complex owner / manager.In my w2 business we often accept advance payment from our corporate clients, as they need to deplete budget before we determine the full scope of work.  

Now your going to pay a few grand to cover the cost of the clean up because you didn't want to spend $25 6 months ago.

Looks like you need to clean up this car loan mess before you even think about investing.

With this option, I wouldn't bother with a turnover cleanup ect...  

He did also say that you could just clean up the mold, but may have to end up springing for an inspection anyway.Basically, you want to look like a very responsive landlord, in case they decide to try to sue or bring the health department down on your head.So, if you send them a letter like the one I wrote, it shows you're responsive, but doesn't let them take control and/or hire some friend or expensive company.  

I have paid money at several properties to clean up landscaping, remove junk bushes, level ground and make sure the grade sloping away from the house.