If it were me, I would approach from two directions.

After a tenant has been evicted in Washington County, MD, and there is still an outstanding balance even after applying the tenant’s security deposit, are my only options for collection limited to small claims court and utilizing a collection agency?

You can try Kin insurance, they are a direct insurance provider.

It doesn't look like it would affect small, private landlords who have 10 or fewer units just big PM companies. 

Is the house on the market or do you want to approach the current owner directly?

What is the best software to use for a small portfolio?

I've always done 1 year leases so I am surprised to hear this.It's best to get the answer directly from your PM.

Some common names you'll see thrown around a lot: Stessa, Apartments.com, RentRedi, TenantCloud, Innago, RentManager, Avail, Rentec Direct, Doorloop, etc.I recommend you search for each of those apps online and see what they offer, how much they charge, etc.

Directly.

If you would like information on the process or an analysis please reach out to me directly.