With permit, benefits are 1) get depreciation and other tax write off benefits since it’s a permitted investment purpose ADU, 2) probably better for resell value, 3) have a separate address and don’t have to bother sorting out mails for our legal tenant, etc. without permit; benefits are 1) no hassle to get the permit, 2) no permit fees, 3) no tax on rental income (as it is more like a “roommate”)Has anyone gone through a similar situation before?

Most "cash buyers" actually use some sort of financing. 

I sort of believed that RE would always have plenty of opportunities.  

He's going to screw up like this again and again, and the way these things go, most of the burden of dealing with it is usually going to be on you.As far as him ever taking you to court over this and winning -- this is not the sort of dispute between adults any sort of magistrate feels should ever end up in court.

There is a meetup in the South Bay that happens each month so maybe that's sort of like a REIA, but it's definitely not a place to learn how to flip or be coached. 

starting so new, you will not be on the top of many lists as you dont have reviews that will help push you up. as you have probably seen, even with a competitive rate, Airbnb doesnt let you sort searches by price.

That is sort of the social studies class answer.

What sort of hiring criteria do you evaluate in the firm performing the study?

This will give you basic, reliable cash flow, without tearing your hair out.

I even had a wild hair to make an offer on the marina I was managing at the time.