From a policy standpoint, the first named insured controls the policy. 

I have a contractor working pretty much full time on my current venture and am moving on my next venture right after so I have an economies of scale thing going on. 

What quality control measures do they have in place?

You can make this transfer to a limited liability company (LLC), provided that "The mortgage loan was purchased or securitized by Fannie Mae on or after June 1, 2016, andthe LLC is controlled by the original borrower or the original borrower owns a majority interest in the LLC, and if the transfer results in a permitted change of occupancy type to an investment property, such change does not violate the security instrument (for example, the 12 month occupancy requirement for a principal residence).Note: The servicer must notify the borrower that a property transferred to an LLC must be transferred back to a natural person prior to any subsequent refinance application in order to meet Fannie Mae’s Selling Guide underwriting requirements."

Probably refer you to a good lender as well.80% of what we worry about we have no control over or won't happen anyway.

That would give him control of the policy. 

The pest control company that had contract w previous owner just contacted me.

I see everyone on BiggerPockets as an entrepreneur.My favorite class in business school was Entrepreneurship and Venture Initiation.

What you have are passive investment earnings (which are a good thing).You could evaluate a self-directed IRA, perhaps even an IRA LLC that provides checkbook control similar to the Solo 401(k). 

They know the landlord is in control with a M2M lease and will not rent.