In the one case, a tenant causes heavy damage and is responsible for the damage. 

Does the contract consider EM as liquidated damages? 

What happens when they move out and there is damage?

They’ve broken 4 windows, the storm door, damaged siding, ripped a 4 foot by 3 foot hole in the bedroom wall, and mangled the floors.

My rental home was damage by fire that started by the tenant.

It just seems like a headache to rent them out and then worry about evicting them and dealing with damages etc.I appreciate any input...

The Contractor's insurance told me I cannot submit a claim for damages and that only the contractor can do so.If he chose not to submit a claim, what are my options?

We kept his deposit, between giving no notice we would have been entitled to it for the month's rent, it would have been difficult to make a case on the damages since there was no condition report from when he moved in, but we could have charged him to remove and dispose of all the junk.

Better an amicable split (with you, if not between them), so you can get in, verify no damages to give them deposit, then to have them hang on for months and not pay (and maybe do more damage).There are people still looking for housing and ways to show/sign leases with minimal risk, so better empty and rent it out again than months of known no pay.

I also work hard to keep my income high while my health (mental and physical) allows.