And that should be a primary consideration from my standpoint.Really respect your points here and just trying to debate and share my views as well.

I respect everyone's opinion. 

You never know where a new deal with come from, so treat everyone with respect and kindness.

My instincts told me something was not quite right and after consulting with another RE investor, I decided to respectfully decline to do business with the guy.

Clearly they cannot respect that, therefore why should you?

A cost segregation study is a strategic tax planning tool that separates the assets that have a shorter useful life and can be depreciated over 5, 7 and 15 years from the residential rental property or nonresidential real property that are depreciated over 27.5 and 39 years, respectively.

Communication:Maintain open and respectful communication with your tenants.

If you do go here its critical you understand the community, culture, environment and treat people with respect.

Respectfully, Jacob, if you buy in to a deed restricted community, knowing the community does not want AirBNBs and plan to circumvent the publicly available rules to put a STR in there anyway - that's dishonest. 

Respect the book and what you've done.