If you are not attached to the duplex, could be a good time to sell to developers who want to convert to individual condo units.

My husband and I are looking to connect with like minded individuals.

If your market is leaning more towards shorter stays...which does seem to be the current demand nationwide...I would not cut your properties out of that demand!

I personally avoid individual showings and schedule open houses instead.

For investors, it offers unique opportunities to maximize the value of properties and meet the growing demand for housing.

Research landlord-friendly states with lower property prices and strong rental demand, like Texas or the Midwest.

Medford (North Boston) happens to be a low supply/high demand market so I absolutely need to get more comfortable with consistent rent increases but those increases need to be researched and in line with the market. 

There is zero demand from owner occupants and little to no demand from local investors. 

Quote from @Itay Heled: I manage nearly 400 rentals and demand is high.

Clearly there's a lot more ROI and work for a BRRRR.After finishing David Greene's BRRRR book and combing the forums, my impression is it'll come down to building the right team and doing our due diligence on finding and analyzing deals, estimated ARV, rehab costs, and rent /demand for an area with the most conservative estimates.