9) adding multiple ADUs or adding an ADU to a quad looses F/F conventional financing.

They are using rules to add multiple ADUs.Here is a list of why adding a single ADU in dingle family  zoned areas in my CA market is typically a poor RE investment:1) The value added by the ADU addition is often significantly less than the cost of adding the ADU.

This might give a one-time (non-scalable) boost to cash flow, offer multiple value-add options, and allow the house-hacker peace of mind, via the assumed mortgage, in long-term breakeven or positive cash flow in the event that the value-add plans end up not being executed, and/or the person has to move out, and rent by the room or STR become unavailable for some reason at a future date.

Buying with an LLC is a great way to safeguard yourself and your property, highly recommended, however, if you’re purchasing through an LLC that was not formed specifically for the purposes of acquiring your investment property, ensure you own more than 50% as LLCs can get complicated with multiple equal shareholders.

Listing on multiple platforms does affect ranking by platforms but not as much as you think.  

Quote from @Melody Bohannon: Prior to my investment, I asked my advisor, Mark Zabilowicz,  multiple times about the holding period and was consistently assured that I could request the return after six months.

Now I have a portfolio here of STR's and have helped multiple other out of state and new investors do the same, or reach their goals in whatever strategy they are wanting to move forward with (I started house hacking). 

I would talk to multiple insurance agents to get their recommendations because a lot depends on what he has in assets. 

My attorney told me in 30 yrs he has never seen bank enact due on sale clause but he has seen multiple landlords get sued without LLC protection.  

Recommend multiple payments.