Most HMLs I deal with will do that; however, they will probably charge an extension fee.

While these contractors are certainly out there, in my experience they also tend to be the ones that work with home owners directly and charge "retail" prices, not "investor" prices.I would shop around with lenders to understand how they work with their loans.  

They already scraped and painted it but management tried to charge $250 for doing so, which i argued stating the cause of the damage was the lack of ventilation.

The issue I often encounter with this line of thinking is that investors frequently fail to consult their lender about what is permissible.

I have not charged them late fees, but in totality, it could excess $1k.

If the tenant is making the situation worse by not allowing the repair to be made then you should charge them for the repair. 3.

Also in regards to outstanding mortgage, most of these will be charged off by the bank as bad debt if they have not reported it as a foreclosure.

You could charge a higher interest rate and negotiate the down payment that way you still get your money monthly & not worry about repairs etc. if the buyer defaults, you get the property back.

Typically flooring guys charge a flat install per square foot and then more for stairs.

In other words, if you find a tenant who starts renting on November 20th, then you can charge the original tenant for 20 days of rent and refund the remainder.