If you are not represented I would suggest the help of an attorney or other real estate professional.

@Eric Matuszewski one of your best investments is professional organizations for landlords and real estate investors so you can network and learn from others in your area.

I'm just at my wits end trying to remain professional LOL 

What happens if you give the code to a professional vagrant who just moves in and refuses to leave?

These are professionals with additional training and a stricter code of ethics.

There are tons of realtor opportunities in Boston showing rental units to young professionals and students.

The area is attractive to young professionals, and I always knew that I'd be renting out the property when the time came to move on.

Forward Commitments: Transacting In A Rising Interest Rate EnvironmentReal estate professionals are always curious about the direction interest rates are headed.

Possibly using a professional third party vendor for the pre-inspection is a great idea, give a copy to the owner and tenantExcessive holes in walls Broken tiles or fixtures in the propertyPlumbing backupsRepainting where a tenant has repainted from the original colorTears, holes, stains or burn marks in carpetsMissing or damaged blindsBroken windows and window screensBroken doors and locksBroken or damaged appliancesExcessively DirtyPest control if you see Bugs and or fleasJunk or trash left behindPast Due rentFees incurred from fines from the association due to the tenants conduct or lack thereofWater damage to hardwood floorsMissing outlet coversRemotes for garage or gate if not returnedRekey of locks if tenants did not return the keysUnpaid utilities, as long as they were part of the lease agreementUndoing a tenant alterationThis is a sample of things that are usually considered to be normal wear-and-tear and should not be deducted from a security deposit:Slab or plumbing leakNormal rug wear.

Good communication, honest and professional people.