I think I need to do some more networking to find the right people up here so that I may have better influence around me.

The listing price, and contract price, have no influence on what price the bank will accept.

Even mechanic liens for roofs or any materials that once removed would cause damage to the structure are wiped out in foreclosure... not a lawyer, but have some experience here.

I have no problem with taking risks, but i like to do what i can to minimize the damage from my eventual screw ups.

For us, the key is to invoice tenants for damages or service calls as they occur and to be on-top of late rent.  

We're also getting ice dam damage along the lower roof lines.

I have had tens of thousands of dollars of damage caused by 'good dogs' and "wonderful, loving" cats-some so severe that it was almost better off to demolish the property.Even if I accepted a substantial ( and by substantial, I mean $10k or more) pet deposit  I still run the risk of exceeding that if enough damage is done. 

Tenant accepts liability for alllandscape damage and/or replacement of such, if caused by neglect, abuse orlack of water.c.    

Does anyone have any knowledge about "Property Damage Inspector/ Occupancy Inspector" jobs?  

You may wind up with more problems from the evictions including property damage and law suits (tenant friendly Maryland).