First is experience handling property management, are they themselves investors, processes for handling maintenance, evictions, collects, and then maybe the fees and pricing (commission, lease fee, release fee, inspection fees, and all of the other garbage fees most PM's make up).

Run conservative numbers when figuring out how much you'll be able to get from selling your property when deciding to venture into this to make sure everything makes sense.

Hi All,I am in the process of listing my first rental and was wondering what everyone's thoughts were regarding the Zillow Application and Screening services for tenants? 

Perform the same task in each app to ensure a fair comparison.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.Run a credit/screening report on yourself.Enter a maintenance request, assign a vendor, and attach a fake invoice.Enter charges to the tenant's ledger.Enter recurring charges and automatic late fees.Sign documents electronically.Run owner reports.After testing a few apps, one should clearly stand out.

Honestly, I've been getting screwed with some big ticket issues (related to HOAs, selling different properties, continual unforeseen maintenance and costs) and this one really crushed me once I realized it was an actual issue.

.), but still.Given these factors, I'm questioning whether I should sell the property and look for better investment opportunities.

Still in the process!

Start the eviction process.

Ideally you would just find an experienced attorney who could guide you through the process - there are some very expensive strategies out there that really don't protect investors... 

Other ideas I've seen include taking white label products and putting your STR branding on them to sell.