Receiving utility money via check/cashiers check is not an option as I live pretty far from where my rental properties are located. 

The way to do this is through advertising here on BP and/OR attracting clients organically.Advertising will allow your company to be featured when someone clicks 'Build Your Investing Team' and Property Managers above.Attracting clients organically entails answering questions on these forums and sharing your expertise to help the community.BiggerPockets does not allow you to advertise on these forums (except the classified section) and that is a good thing.

Authentication tech protecting and organizing the bazillion systems..... 

Hey Ariel — nice work seeing that project through and being organized enough to keep your LLCs separated.

I would say I know where everything is and it is documented, however I am trying to find a better / more organized / automated system.

If the property is rented out, close earlier in the month to get more rental income. 2.

Quote from @Caleb Thompson: I know versions of this question have been answered, but as a new investor, is it most conducive to keep my first rental property in my own name and look into an umbrella excess policy (1-2 mil limits)?

I don't pay off rentals. 

Some investors I know are also exploring turnkey rentals in more affordable markets to offset the higher financing costs.

Quote from @Steve Wilson: New to BP, anticipate buying my first rental property in teh next 3-4 months and hoping to solicit recommendations for home insurance in the Detroit/SE Michigan area.