I mean the challenge is in complying with them with an unusual structure. 

I have begun engaging with several agents on available properties, while at the same time, trying to put the structure in place to support my future acquisition. 

How do I structure our entity to get everyone maximum tax benefits?

A properly structured cash value permanent life insurance can be an incredible tool in your wealth building strategy.

There are many ways to structure that, but just an idea

This structure lets you leverage rental income to qualify, without needing traditional income verification, making it an excellent option for building/scaling your portfolio.

An architect or structural engineer needs to provide you with load-bearing plans for permit with the city or confirm the wall is NOT load-bearing. ($1300 for plans if only a wall--I pay $3500 for a site visit by them and close to full gut of kitchen/baths/door moves/wall removals)  Do not skip the permit!!!!  

My instinct tells me yes if I can find quality properties at my price point, but that there could be some benefit to putting it all on one potentially more reliable/higher quality structure. 

These are more complex legal structures that can provide even more protection than a traditional LLC alone.

Still learning to use this platform:) To answer your question, I would like to stay clear of the metro and national fly to markets due to their volatile ST regulation structure.