The fact that every landlord and reference ties back to the applicant’s family is a second red flag, because it means you don’t truly have independent rental history.

Lots and lots of reference checks. 

Referring to "hot markets" or "high inventory markets" comes across as information resulting from an Alexa question . . . . 

He'll need to connect with a commercial lender....happy to refer a couple of great Chicago lenders that will do new construction.I actually personally had the exact same situation where I bought a double lot and used the land value of the extra lot to build a new construction property in Bucktown. 

Call all, if have reference authorization forms - they may ask for the applicants signed approval before releasing any info (can have e-signed).

anyone know or have reference to the specific codes or regulations that were changed or created that "make it easier to build ADU's".  

Is the tax court case you're referring to the Lucero case, or has there been something more recent? 

Refer them somewhere else..

Joel - I have a couple contacts at Cssi that i could refer you too and they do a good job.

First off, I would lose the term "elderly" and refer to it as seniors, senior living, etc.