He hired a property management company to manage it, but he also has a close friend who lives nearby. 

Just need someone to do running around in odd case when cleaners are late/guest complaintsIf I have 5-6 properties, it might be cheaper to hire a student/recent grad as full time employee of my LLCThoughts?

Also need some recommendation on what to look for before hiring property management.

Lastly, if you want to be involved as little as possible, consider hiring property management and bookkeeping.

Typically I like to do certified funds for the first month rent and security deposit but I am not sure how to do that when they are signing virtually, aside from having it sent via snail mail.

I'd hire a competent carpentry crew and stay in close communication with them, have them video call you daily if possible, maybe even travel to KCMO to supervise.

Since you already own the building, it is your responsibility now to be the landlord, (or hire a good property manager to do for you) and take care of your building. 

Hire out what you cannot do for a flip since its a time constraint.

And if you hire someone to do it for you the first time but it gets you into a property, seems worth it to me. 

We had our owner hire a private adjuster and they helped with the scope and provided a vendor.