When companies or properties are not self sustaining, you would initiate an "owner contribution" to cover any expense the business/rental property could not cover. 

Based on the initial information provided, I agree with @Kristine Ann that there does not seem to be enough spread between the asking price and sales comp, considering the work that needs to be do. 

Will this capital injection reward you relative to your initial investment?  

Those two together create equity.Here's what I want you to understand about “buy and hold” residential real estate:Let’s use a single family home with a property value of $300,000Let’s use an initial loan amount of $240,000Let’s use an interest rate of 7.25%And I’m going to give you $150 of cash flow per monthUse a 5% appreciation amount for your property per yearLet’s see what happens after 5 years:After 5 years…$150 of cash flow per month = $9,000Your mortgage has been paid down to $227,000 = $13,000Your property is now worth $382,000 = $82,000So that’s $9,000 of cash flow, $13,000 of principle buy down, and $82,000 of appreciation.

View ReportI found this property and doing some initial analysis.  

I tell them who I am, how and where they can pay rent, how they can communicate with me (ordinary vs. emergency), and that I need to perform an initial inspection of the property within one week.

I own a mix of long- and short-term rentals, but I initially started out with long-term.

As a result we can expect legislative initiatives in the future that place curbs regardless of legitimacy of any individual transaction. 

In my experience, there are a lot of houses in Pittsburgh that need TLC and the initial closing cost are appealing, but a lot of those projects end up needing a huge cost in renovations and then once it goes back on the market, you're unable to get the value you need to make the profit you want.

I would have the tenant initiate the update through their case worker.