My best understanding from talking to reps is they have one local employee (in addition to vendors like cleaners, landscapers...) per 10 listings/properties. 

Some carriers won't allow insured to be a trust, so in that case do it in your company name with trust as additional insured.

Thanks for any additional input you have time to put forth. 

@Steven HsuBigger Pockets is a great place to find a real estate tax accountant.A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

That would be a helpful addition to your plan as you would further reduce your cost of living.Also don’t forget from that $600 you are planning on getting in cash flow you have taxes, insurance, maintenance, capex, and vacancy to consider.With two homes, you may want to keep that extra $20k as an emergency fund rather than spending it on a third property and then be left with no emergency funds.

Additionally, take some time to drive around your neighborhood and gather information on recently sold properties within a mile radius.

They just passed another conservation ordinance for rural, and if you want to even add an addition to your property within LG city limits you've got to cough up 10k for the general permit alone. 

So you have some great resources right off the bat, my additional Referrals would be too many :)

I know hosts have included additional cleaning fees for violations as a deterrent.If none of these solutions work, you could look into completely independent HVAC systems for the two units, though that would be a bigger upfront investment.

An umbrella policy for additional liability.