Principal pay down on that loan won’t cover you 10k roof or HVAC replacement etc.

In both cases, the tenant should be educated on their responsibilities and held accountable.Even if the water source were a leaking pipe or roof, you should be able to identify the problem, dry it out, and remove the mold professionally within a few days and then the problem goes away.Simply accepting the tenant's claim - without verification - and allowing them to break the lease without penalty is a bad policy that will cost you much more in the long run.

Similar to if you hired a company to replace a roof-you don't have a copy of the bill for all of the shingles and nails, but you have a copy of their bill that has those effectively built in.

There is a newer metal roof. 

Central AC, new windows, paint, fixtures, landscaping, roofing, flooring, major plumbing improvements, and more What was the outcome?

It was built in the 60s but just got a new roof, HVAC and water heaters were all updated between 2017-2018 so fairly new, and it’s an active mid-term rental making about $3,200-3,600/month depending on the season and he provided all the documents to support that from the past 1.5 years.

The Summary page was reserved for 4-5 major issues like damaged trusses, anything leaking, undersized electrical panel, water under the house, etc....y'know, big and important stuff.So this joker has 5 pages of summary items...everything from loose doorknobs to a loose tile.

Other than that, we replaced roof and front deck, put in a new kitchen , new floors, paint and bathroom... came out marvelous. 3 offers the first day on the market and we sold over asking price.

It appears roof failed, leaked for a long time.

Make sure no running toilets, and leaks.