I find it interesting to see how simple or complex other investors have organized their assets, and whether it’s similar to the path I’m on.I respect your points, and I’m not intending to suggest that all high-level professional advice conflicts entirely, rather just making the point that no two pieces of advice are identical in the tax and legal landscape, because it is obviously quite complex. 

August 2019; agreed to purchase an identical duplex a block away from last one.

I have several identical buildings, rented at different times.

Sell tax free, buy an identical property, increase the tax basis, generate the same cash flow. 

The identical  bedrooms are barely 100 sq feet, maybe even a few less than that. 

The Cook County Human Rights Ordinance: This ordinance prohibits people in Cook County (including employers, landlords, property managers, real estate agents, store and restaurant owners, bankers, lenders and Cook County government officials and employees) from unlawfully discriminating against or harassing other people on the basis of that person's race, color, sex, age, religion, disability, national origin, ancestry, sexual orientation, marital status, parental status, military discharge status, source of income (including use of a housing choice voucher), housing status, or gender identity.

Depending on how your taxes are set up, a CPA could recommend forming an LLC or an S-Corp (from a legal standpoint, they offer identical protection, but could offer differing benefits from a tax standpoint).   

Usually cold applications coming from Zillow have the credit/background check (they can use those anywhere for 30 days), while I only send an invite to apply thru TenantCloud or Cozy (which apparently is difficult to complete, as I have two of four applicants right now stuck on verifying their identity in order to send the credit checks) to those I've pre-screened.

Me and grandfather just built an identical house out of town (32x48) w connected insulated garage for 62k including septic and well which was about 12k on its own.

I’ve heard about self managing owners creating alias cards or introducing themselves as the “property manager” using a pseudo name for identity protection.