Will the extension of the 2 out of 10-year rule apply to him if he decides to move back to Colorado and live in the house in the future?

Quote from @Andrew Steffens: Ours is set to take 20% of the room rate revenue, 100% of the cleaning fee This is what I do too, and I pay cleaners directly.

We haven't even covered if there is an issue in the other direction whereas, if there is property damage i.e. electrical fire becuase of the way the issue was approached, is the Tenant responsible?

The process was pretty straightforward as I didn't have to do much except setup an account with the local housing authority the tenant was with in order to setup my direct deposit. 

He advised me to find somebody directly because he's just a middle man but he didn't tell me where to find those workers.

Have you tried asking property managers directly?

It doesn’t add any item aside from an extra minute per item, as the reverse image search takes you directly to the vendor who ships it to you if you were to order on Wayfair. 

I don’t think this is a necessity to have in a unit and have directed her to none other than google to purchase drain plugs if they absolutely needed to keep the sink water in the sink. 

You could offer them 1/2 or whatever ratio you feel is fair given the circumstances and they can write you a check for that amount to walk away.Another thought, if there is a way you can find out where they are moving, a forwarding address etc, I'd reach out to that new LL or owner and explain the situation to them, I have a feeling the tenant didn't disclose that they have an existing lease as a liability in their financials when the applied, and there may be some application fraud etc at play here that the new LL would likely want to know.Think about this from your own point of view, I doubt if you picked up and left one of your subway locations that the the LL would just let you leave.  

The earnings tax applies to both residents and non-residents who work or operate a business in the city.If your LLC is generating income from rental properties located in Kansas City and you are considered to be conducting business activities in the city, then it is likely that your LLC would be subject to the earnings tax.I would still consult a tax professional or a lawyer who is more familiar with these laws.