Worst case scenario, maybe he had to pay a small amount which was covered by insurance.I look forward to hearing the answer. 

@Brody Veilleux, to say "cash flow is tax free" is, at best, grossly misleading and, at worst, flat out wrong.What is true is 1) taxes are based on net income and 2) cash flow does not equal net income. 

If 4 on 1 and nowhere to go you took the first person and did the worst thing to them possible so that the others individually would think twice about trying to attack you.I am not advocating or saying to do any of that at all.

Verifying last 2 years of rental history and income extremely important to find the “best of the worst”.Make sure you understand the Class of properties you are looking at and the corresponding results to expect.The City of Detroit has 183 Neighborhoods we’ve analyzed.PM us if you’d like to discuss this logical approach in greater detail!

Otherwise you will dream up the worst scenarios.  

People who went to college are generally the absolute worst at construction...left brain/right brain thing.

The more comfortable you have to live, the worst the numbers will be. 

Revolving credit is the worst kind you can have on your credit report.  

Worst neighborhood on the West.

I’ve gotten by with just cleaning the roots out annually at a few of our properties with clay pipes, and just replacing sections of collapsed pipes at others and the highest I’ve paid was $10k for replacing a ~30 foot section of collapsed orangeburg (that stuff is the worst).