Let me enumerate the reasons:1) my pm paid for the damages.  

The house is a new construction in a Class C neighborhood.The tenants pay late rate ~50% of time, they damaged part of the garage, they have people not of the lease living there, and they leave trash in the yard.Part of me wants to keep these tenants because:-They do pay eventually-I don't want vacancy-The turnover costs could/will be high-How much more damage could they do?

Umbrella Policies are good, but they are not an asset protection tool, they only cover litigation/damages after you’re already in litigation or found personally liable.

Also think about what can be damaged (tenants generally don't take care of the place as well as you would). 

I would recommend having the property assessed for any damages—were the windows or doors damaged during the forced entry? 

Give her 30 days notice now, keep her security deposit, and send her a additional bill for damages to the unit in lieu of taking her to court for the damages.  

I know when it comes to many cities there are long permit processes and also there are specific air laws that go into each city.I would love to hear a story that goes over an experience pertaining to developing/rehabbing a property in the DC area. 

In July of last year a roof leak developed and caused damage to the ceiling in my unit, to the point there was partial ceiling collapse. 

The tenant understands that the property of the Tenant is not insured by the landlord for damage or loss of any kind (action of third party, fire, water, theft, vandalism, storm, heat or cold, electrical damage, pests, mold, accident, etc.), and the Landlord assumes no liability for such loss.

Does the contract include a monetary damages provision?