Most recently, I worked with a client out here in Colorado that let their parade of homes house (from 25 years ago) in a gated community literally fall to pieces; mold between window panes, water infiltrating the kitchen due to lack of roof repair, patio pavers crumbling apart, downspout misplacements that caused water infiltration into the living room....just a mess. 

This test ensured that 75% of the total monthly rent for the building would cover the mortgage, taxes, and insurance on the property.For example, consider a three-family property generating $2,000 per floor, totaling $6,000 in rent.

Obtaining a $200K loan to cover the tax appears to carry a similar risk of a lien, potentially jeopardizing my mortgage approval.What would you advise in this situation?

You don't need an inspection to know the age of a roof.

Many carriers have ceased offering new policies or will only accept properties in very nice condition with verifiable updates to the roof, electric, hvac, and plumbing.

If you are listed as additional insured and the contract clearly places the responsibility on the snow removal vendor, you will most likely be covered under their policy as opposed to relying on your own insurance or at minimum the vendors coverage will off set some of the responsibility. 

If the roof’s age is unclear, it might need replacing soon.Electrical systems can be tricky in older properties.

He eventually put a new roof on my building and did an excellent job! 

Although your reviews won't convey, the buyer can have some peace of mind that with future revenue that the first couple of months mortgage are covered while they make adjustments, build up some reviews and work out any nuances they need to.

As mentioned this means the property can support itself and wont put me in a situation where I can cover debt, operating expenses or capital expenses.Annualized Return if Sold at the Five-Year Mark:This metric offers a comprehensive view of investment performance, blending both cash flow and equity.