That I'll die and the administrator of my estate won't be able to maximize the value of my note portfolio

I am willing to volunteer my time to help with administrative tasks while I learn, and freely exchange my social media marketing knowledge.

I am willing to volunteer my time to do administrative tasks while I learn.  

And if you are looking for a contractor that can really handle all the administrative aspect of it, then you are going to pay a decent amount for their services. 

Yes, I plan on managing these as I am more than capable of the M&R items and my wife will take care of the administrative items.

If they weren't aware or address major issues like leaks, hazards, etc. that's when I'd be worried about their ability to manage.In regards to being billed months late normally they won't charge you until their charged by contractor/landscaper, and just know their probably using joe blows landscaping who knows how to haul around a mower but probably not the most attentive to administrative/billing of their own business.

Work with your Ira administrator who can help you find the right people/companies and/or process. 

A service dog is much, much different than an emotional support animal.Tenantresourcecenter: "Landlords can only deny the service animal or emotional support animal if: the tenant is not disabled or does not have a disability-related needthe tenant fails to provide requested documentation allowed by this lawthere is undue financial or administrative burden or would fundamentally change the services providedthe specific animal “poses a direct threat to a person's health or safety” that cannot be reduced or eliminated by another accommodationthe specific animal would cause substantial physical damage to the property that can’t be reduced or eliminated by another accommodation.

Between the taxes, poor building administration, heavily tenant-skewed laws, low influx of new residents, high supply and plenty of other avoidable and absurd issues, you will never have a piece of mind.

This probably means s/he will have a team of administrative support.