Walking score of 95.Pre COVID rental numbers:Monthly gross rent $15,250Cap rate 7.1%Future rental numbers:Estimated Monthly gross rent after current tenants move out $13,950Cap rate 6.5%Because monthly rent looks to be about 20-30% more if you rent by the month, I am considering renting out my duplex for monthly rentals on Airbnb/other sites and potentially for travel nurses (ideal because several hospitals are walking distance to my house).

California charges a minimum tax of $800 a year per LLC, and more if you have gross receipts in excess of $250k.

I’ve worked for some group home providers where they employ a maintenance worker who handles some of these issues (usually if the have multiple homes in a specific geographic location) and I’ve worked for homes where the handiest employee fixes things and that option doesn’t always have the best outcomes.

Ask if any of the contractors are related to the PMC's employees. 

If you find someone that will let you supply the materials and work for labor only and sign a contract you supplied , you have hired an employee , a laborer , not a contractor .

Some of The pros  there is that I see my money first, and then I pay out my 1099 employee. 

Guess my question is this — where will these employees be living/trying to live?

If you are passive in those rentals (not real estate professional for tax purposes which requires 750 hours of real estate), and your Modified Adjusted gross income is over $150,000, then the cost seg is not actually going to save you any taxes. 

Written policies are necessary when you add employees to aid with training or enforcement of standards.I would focus on adding doors to your management company.

Management treats line employees quite poorly and lying is just part of the job.