I suspect it will be well used and have high maintenance costs.Software: office of google office, asana, possibly quickbooks (i would normally not suggest for a single rental, but the rent by room compounds things).  

House hacking seems like the best strategy for me.My goal is to purchase a single-family home in Maryland, D.C, (from lurking I've heard D.C was terrible for investing) or Virginia with multiple rooms where I'm making monthly payments similar to what I pay in rent and other charges ($2000-$2500).

Asking me for LLC docs few times over and quoting on a rate sheet that was for single family and not town house.

I own 23 single-family homes in the Southern California market and I am experiencing some challenges with finding coverage this year. 

Are you buying single family or multi-family?

I built a portfolio of 250 units (80 Single family, 30 in multifamily, a commercial building, and 100 in mobile home parks) with a partner.

With just one company and a single point of contact, we deliver unmatched synergy and efficiency.

There are DSCR lenders will allow only a single 20 or 25% owner of an LLC to sign a Personal Guarantee (other owners are not on the loan, or liable for the loan).

And, personally, I don't think a brand attached to 5 single family rentals is worth a premium.

I run a turnkey provider and built new construction single-family homes in the area.