It's the nature of investing in real estate. 

Showing a profit is just a slight concern because it just adds to our regular tax burden from our day jobs.

I'm conservative in nature, but am looking for the push to jump in at some point.

Any amount over your adjusted basis in the property (initial cost minus depreciation) could be subject to capital gains tax unless you reinvest it strategically.2. 1033 Exchange (Involuntary Conversion): A 1033 exchange (involuntary conversion) is specifically designed for situations like fire, natural disasters, or eminent domain.

how's the whorehouse differs from regular house ?

If you’re referring to a special assessment, the ones for major expenses not covered by the regular dues, then maybe.  

It could be hard to prove with outside agents (regular buyer agents) as they don't log their clients in on showings, only themselves as the agent.

You should only be buying if the regular rate works for you guys.One other note to help you on your journey.

Check their communication style - do they respond promptly, comfortable with video calls, and send regular updates?

After reading this thread, a few comments come to mind over this common A or B decision.Without knowing how much it is (no need to say) makes my advice (or more accurately, my opinion) more general in nature but here it goes:Lending has very little to no tax shelters whereas buy and hold does.