You would be inhibiting their ability to do their job and creating an abundance of unnecessary stress on yourself.

It's not really that complicated to buy out of state.

You likely haven't included depreciation in this calculation to come up with your taxable rental income.Regarding the vehicle - It gets complication on multiple ways because it depends on if you are using it for your business exclusively or if there is some personal usage.If there is some personal usage, the calculation for the deduction becomes a little bit more complicated.There is also the standard and actual method when calculating your vehicle expense.With that said, there is not enough information to provide you an accurate answer.

Working on a 50/50 LLC is already complicated due to the fact that there is no one-size-fits-all model for it.

With the LLC it's a little more complicated. 

Your also going into high risk areas that take a lot of hands on management.It can be done but, it is a complicated process to jump in on.  

We want this process to go as smoothly as possible however matters are complicated by the fact that we're not there.

Cooling is better than no cooling, and for a newly refreshed house unless it's historic in some way, usually expected even if unnecessary. 

It wound up being a lot more complicated, expensive and time-consuming than I expected but it's finally done.

That sounds a bit more complicated than I thought it would be as I don't have any experience.