For the property I purchase, I’d like to keep my monthly mortgage payments at $2,000 or less.I prefer a turn-key property since this is my first rental, and I want to start generating monthly cash flow immediately without the delay of repairs or managing two mortgages.

These homes were built in 2016/17 and I've managed/maintained them myself.

I have a feeling just starting out my home is not going to get much exposure on sites like air bnb or vrbo until I get some good reviews.If anyone has experience in this market I would be intrigued to hear how best to manage my new STR.

It would be far better for you to join NARPM - National Association of Residential Property Managers SE Virginia Chapter and join as an affiliate. 

I have a property management company manage them as I have a full-time job, wife, and 2 boys.

Negligent forest management, drug addicts, or illegals? 

I am licensed agent but work for an investor doing grounds management.

The loan is with you, not with your tenant, so none of that means anything to them - in fact because you live in one unit and it's under 4, if you were self-managing you don't even have to abide by fair housing laws (at least on the federal level). 

I'm Igor - a revenue management expert with over 10 years of experience in the hospitality industry.

But even being a Landlord and outsourcing that staffing via Property Management still requires someone to manage the managers.