I didn't even consider the shorter lease strategy as a sort of trial run.

I know it may sound as a BIAS from my side but I think this should NOT be legal to put covenant, see my logic here a builder build a whole community and one part of it is rentals the rest is single family, they put covenants and restrict the market to rent by room just to ensure they can rent their rentals that is a sort of monopolistic behavior and should not be legal.

Are you saying they don't count if you can't find the bodies?  

It's the sort of market that passes every metric or test when you start doing research, though. 

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'm considering dumping contractor's bodies that screw me there haha

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.

After doing some sorting here are some cool items that some can use.$69.99 - BISSELL Little Green MultiClean Portable Deep Cleaner - https://www.costco.com/bissell-little-green-multiclean-porta...If you are going to have pets, then this little guy is great.