There are likely larger users out than than what I deal with, but at that SF at least in my world you are likely looking at multiple tenants, not sure if thats what you planned or not.additionally something else to consider is the cost of buildout on a med office space. depending if they are going to have x ray or not its not uncommon to see $500-$800K buildouts in my experience. 

Hey @Jaycee Greene,  The duplexes ideally would be in the range of 2600-2800 sqft.

I know the tax hit isn’t ideal, but I’m wondering if the long-term cash flow benefits outweigh the opportunity cost.

And I feel the ideal portfolio can benefit from the diversification of both.1) Holdfolio isn't a match for me, personally (due to not enough experience, skin in the game, etc).

Ideally, you should have consulted a real estate tax pro before doing that.

Given your low interest rates, refinancing isn't ideal, and traditional HELOCs may not work since these are investment properties.

A law suit runs about $25,000 and a year and a half.

With seller financing, you are already on the back foot so it seems like this would be a good time to make an asking price offer if your numbers suit it.

You are young and presumably single, so living in a master suite while renting out some other rooms is easy.

DBIt depends on your goals, but generally, a long-term rental should ideally provide a solid return on investment beyond just breaking even.